sc enantioselective allylation and...
TRANSCRIPT
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Enantioselective Allylation and CrotylationSc
http://dx.doi.org/10.1055/s-0031-1289565
MCCUBBIN, J. A.; MADDESS, M. L.; LAUTENS, M.
OS
O
Sc(OTf)3, 10 mol%
Et2O, 0 °COH
73%ee 96%
N
N
Si
C6H4Br-4
C6H4Br-4
Cl+
Synlett 2857 28612011 19 -, , ,
Structural Characterisation of Alkoxytitanium Trifl ate ComplexesTi
http://dx.doi.org/10.1002/ejic.201100830
DAVIDSON, M. G.; JOHNSON, A. L.
HJEur. J. Inorg. Chem. 5151 51592010 -, , 33 ,
Polymerization Catalysts: Zirconium and Hafnium DithiodiphenolateZr
http://dx.doi.org/10.1002/ejic.201100776
COHEN, A.; GOLDBERG, S.; VENDITTO, S.; KOL, M.
HJ
Hf
Eur. J. Inorg. Chem. 5219 52232010 -, , 34 ,
Enantioselective Synthesis of Heterocyclic ββββ-Amino AlcoholsRe
http://dx.doi.org/10.1021/jo2019015
MARTIN, M.; EL HELLANI, A.; YANG, J. ; COLLIN, J.; BEZZENINE-LAFOLLEE, S.
OS
OO +
NH2
OMe
O
OH
NH
OMeCH2Cl2, MS 4A
40 °C, 40 h.
Cat (7 mol%)
ee : 68%
Cat :O
O O
OY
-
Li+(THF)70%
ScY
J. Org. Chem. 9801 98062011 76 -, , ,
1
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Congested Ferrocenyl Polyphosphanes Fe
http://dx.doi.org/10.1021/ic2015379
MOM, S.; BEAUPÉRIN, M.; ROY, D.; ROYER, S.; AMARDEIL, R.; CATTEY, H.; DOUCET, H.; HIERSO, J.-C.
MVI
PR2
PR2R1
R2 PR'2
Fe
Bidendate coordination
Third proximal phosphorus
Cp substituent modulating stericand electronic effects
Ferrocene platform conformation
Inorg. Chem. 11592 116032011 50 -, , 22 ,
Cleavage of Benzyl EtherCo
http://dx.doi.org/10.1021/jo2018284
WANG, B.; YIN, Z.; LI, Y.; YANG,T.-X.; MENG, X.-B.; LI, Z.-J.
OS
OOSi
Co2(CO)8 (0.1 equiv) Me2PhSiH (6 equiv.)
CO (1 atm), benzene, reflux94%6 h.
J. Org. Chem. 9531 95352011 76 -, , ,
Synthesis of IsochromeneRh
http://dx.doi.org/10.1021/jo201923d
MORIMOTO, K.; HIRANO, K.; SATOH,T.; MIURA, M.
OS
+
83%
[Cp*Rh(CH3CN)3][SbF6]2(2 mol%)
Cu(OAc)2 1 equiv
OH
Cl
O
Cl
J. Org. Chem. 9548 95512011 76 -, , ,
Asymmetric Iridium-Catalysed HydrogenationIr
http://dx.doi.org/10.1055/s-0031-1289569CADU, A.; PAPTCHIKHINE, A.; ANDERSSON, P.G.
GJ
CH3O C5H11 CH3O C5H11CH3O C5H11
Na in NH3
S
NPh
PPh2[A-Ir(cod)]BArF (0.5 mol%)
CH2Cl2, H2 (20 bars), 18 h
81% (trans:cis 83:17; ee 98/62%)Practical synthetic procedures; 6 examples, yields: 51-81%(Birch)
BArF = tetrakis(3,5-bis(trifluoromethyl)-phenyl)borate
ANaB
Synthesis 3796 38002011 -, , 23 ,
2
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Nickel-Catalyzed Dehydrogenative [4 + 2] Cycloaddition of 1,3-Dienes with NitrilesNi
http://dx.doi.org/10.1021/ja208162w
OHASHI, M.; TAKEDA, I.; IKAWA, M.; OGOSHI, S.
MVI
N N
Ph
Ph N NPh
Ph Ph
Ph8 eq.
10 mol% Ni(COD)240 mol% PCy3
Toluene, 130°C 60h, 80%
J. Am. Chem. Soc. 18018 180212011 133 -, , 45 ,
Nickel-Catalyzed Heck-Type Reactions of Benzyl Chlorides and Simple OlefinsNi
http://dx.doi.org/10.1021/ja209235d
MATSUBARA, R.; GUTIERREZ, A. C.; JAMISON, T. F.
MVI
Cl
OPh
BrBr
OPh
10 mol% Ni(COD)220 mol% PCy2Ph
6 eq. Et3N, RT1.75 eq. Et3SiOTf
97%
J. Am. Chem. Soc. 19020 190232011 133 -, , 47 ,
Palladium-Catalyzed Regioselective g-Mono- and Diarylation of Acrylamide DerivativesPd
http://dx.doi.org/10.1002/adsc.201100373
YU, M.; XIE, Y.; LI, J.; ZHANG, Y.
HD
ArHN
OAr'X
Pd(OAc)2 10 %, PPh3 20 %
t-BuONa, toluene, 110°C, 1 h
Ar'
Ar'ArHN
O ArHN
OAr'
or+
Ar = C6F5
Adv. Synth. Catal. 2933 29382011 353 -, , 16 ,
Highly Stereo- and Regioselective Trisubstituted Alkene Synthesis of Wide ApplicabilityPd
http://dx.doi.org/10.1002/adsc.201100420
XU, S.; LEE, C.-T.; RAO, H.; NEGISHI, E.
HD
R1 X1) HBY2
2) pinacol BpinR1
X
H
1) R2ZnBr
2) R3X R3R1R2
HPd cross-coupling≥98 % Z ≥98 % isomerically pur
X = Br,I Y = Br, Ipc
Zn
Adv. Synth. Catal. 29816 29872011 353 -, , 16 ,
3
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Palladium(II)-Catalyzed Direct ortho-C-H Acylation of AnilidesPd
http://dx.doi.org/10.1002/adsc.201100472
CHAN, C.-W.; ZHOU, Z.; YU, W.-Y.;
HD
N
R2
O
R1
GF
N
R2
O
R1
GFR3
O
H
Pd(OAc)2 5 %
TBHP, TFAtoluene, 40°C, 3 h
OR3
+
21 examples
45-87 %
Adv. Synth. Catal. 2999 30062011 353 -, , 16 ,
Palladium-Catalyzed Carbonylation of Diols to Cyclic CarbonatesPd
http://dx.doi.org/10.1002/adsc.201100240
PEARSON, D. M.; CONLEY, N. R.; WAYMOUTH, R. M.
HD
R4R1
R2 R3
HO OH
R4R1
R2 R3
O O
O
(neocuproine)Pd(OAc)2 3 %
NCS, NaOAcCO (1 atm), CH3CN, 55°C
Adv. Synth. Catal. 3007 30132011 353 -, , 16 ,
Sonogashira Coupling Reaction of Unreactive Aryl ChloridesPd
http://dx.doi.org/10.1002/adsc.201100747
LEE, D.-H.; KWON, Y.-J.;JIN, M.-J.
HD
RCl
RR'+ R'
Catalyst 0.5 %
piperidine, TBABDMF-H2O, 50°C
PdNN
Ar ArEt3P CH3
Catalyst :
Ar = 2,6-(CH3)2C6H3
Adv. Synth. Catal. 3090 30942011 353 -, , 17 ,
New Palladium-Catalyzed Cascades: 4-exo-dig Cyclocarbopalladation ReactionPd
http://dx.doi.org/10.1002/adsc.201100465
CHARPENAY, M.; BOUDHAR, A.; SIBY, A.; SCHIGAND, S.; BLOND, G.; SUFFERT, J.
HD
Br
XO
O
O
O
X
R
H RPd(OAc)2 5 %, PPh3 10 %
CuI 10 %, i-Pr2NH100°C, microwave
X = OH, NR1R2
+
Adv. Synth. Catal. 3151 31562011 353 -, , 17 ,
4
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Palladium-Catalyzed Direct Synthesis of Organoboronic AcidsPd
http://dx.doi.org/10.1002/anie.201102384
PILARSKI, L. T.; SZABÓ, K. J.
GJPAngew. Chem. Int. Ed. 8230 82322011 50 -, , ,
Powerful Insight into Catalytic Mechanisms through Simultaneous Monitoring of Reactants,Products, and Intermediates
Pd
http://dx.doi.org/10.1002/anie.201102630
VIKSE, K. L.; AHMADI, Z.; MANNING, C. C.; HARRINGTON, D. A.; MCINDOE, J. D.
GJPAngew. Chem. Int. Ed. 8304 83062011 50 -, , ,
Palladium-Catalyzed Borylation of Sterically Demanding Aryl Halides with a Silica-SupportedCompact Phosphane Ligand
Pd
http://dx.doi.org/10.1002/anie.201103224
KAWAMORITA, S.; OHMIYA, H.; IWAI, T.; SAWAMURA, M.
GJPAngew. Chem. Int. Ed. 8363 83662011 50 -, , ,
Stereospecific Palladium-Catalyzed Decarboxylative C(sp3)-C(sp2) Coupling of2,5-Cyclohexadiene-1-carboxylic Acid Derivatives with Aryl Iodides
Pd
http://dx.doi.org/10.1002/anie.201103450
CHOU, C.-M.; CHATTERJEE, I.; STUDER, A.
GJPAngew. Chem. Int. Ed. 8614 86172011 50 -, , ,
5
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Palladium(0)-Catalyzed Intermolecular Amination of Unactivated C-H BondsPd
http://dx.doi.org/10.1002/anie.201102880
PAN, J.; SU, M.; BUCHWALD, S. L.
GJPAngew. Chem. Int. Ed. 8647 86512011 50 -, , ,
Palladium(II)-Catalyzed Selective Monofluorination of Benzoic Acids Using a PracticalAuxiliary: A Weak-Coordination Approach
Pd
http://dx.doi.org/10.1002/anie.201102985
CHAN, K. S. L.; WASA, K.; WANG, X.; YU, J.-Q.
GJPAngew. Chem. Int. Ed. 9081 90842011 50 -, , ,
Domino Rhodium-Catalyzed Alkyne Arylation/Palladium-Catalyzed N Arylation: AMechanistic Investigation
Pd
http://dx.doi.org/10.1002/anie.201103692
PANTELEEV, J.; ZHANG, L.; LAUTENS, M.
GJP
Rh
Angew. Chem. Int. Ed. 9089 90922011 50 -, , ,
Cathechols from PhenolsPd
http://dx.doi.org/10.1021/ja2089102
HUANG, C.; GHAVTADZE, N.; CHATTOPADHYAY, B.; GEVORGYAN, V.
CJM
RO
Si
OH
tButBu
1) Pd(OPiv)2 5 mol%PhI(OAc)2 2 equiv
PhMe, 100 °C
2) TBAF / THFR
OH
OH
Si
J. Am. Chem. Soc. 17630 176332011 133 -, , 44 ,
6
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Hydrogenolysis of Alcoxides and PhenoxidesPd
http://dx.doi.org/10.1021/ja205824q
FULMER, G. R.; HERNDON, A. N.; KAMINSKY, W.; KEMP, R. A.; GOLDBERG, K. I.
CJM
PtBu2
PtBu2
Pd OR+ H2
- H2
PtBu2
PtBu2
Pd H
J. Am. Chem. Soc. 17713 177262011 133 -, , 44 ,
Ligand Modification in Aryl Fluoride SynthesisPd
http://dx.doi.org/10.1021/ja208461k
MAIMONE, T. J.; MILNER, P. J.; KINZEL, T.; ZHANG, Y.; TAKASE, M. K.; BUCHWALD, S. L.
CJM
MeO
OMe
P(t-Bu)2i-Pr i-Pr
i-Pr
Pd(0), AgF
n-Bu Br MeO
OMe
P(t-Bu)2i-Pr i-Pr
i-Prn-Bu
Ligand invovedin the C-F reductive
elimination
Ar-Br
Ar-F
J. Am. Chem. Soc. 18106 181092011 133 -, , 45 ,
Carbonylations with Silacarboxyic AcidsPd
http://dx.doi.org/10.1021/ja208652n
FRIIS, S. D.; TAANING, R. H.; LINDHART, A. T.; SKRYDSTRUP, T.
CJM
Si OHMe
O
Ph Ph
KF
Dioxane, 40 °C
bench-stable, solid CO-releasing molecule
Applications in Pd-catCarbonylative X-coupling
reactions (amino and alkoxy carbonylationscarbonylative Heck and Sonogashira couplings...)
CO
J. Am. Chem. Soc. 18114 181172011 133 -, , 45 ,
Amino-Acid Ligand in C(sp2)-H Bond Activations with Aryl Boron ReagentsPd
http://dx.doi.org/10.1021/ja203978r
ENGLE, K. M.; THUY-BOUN, P. S.; DANG, M.; YU, J. Q.
CJM
CO2H
H
Ar-BF3KPd(OAc)2 5 mol%
Ac-Ile-OH 10 mol%
BQ 5 mol%, Ag2CO3 1 equiv.KHCO3 2 equiv., t-AmylOH 110 °C
R CO2H
ArR
B
J. Am. Chem. Soc. 18183 181932011 133 -, , 45 ,
7
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Allylic Oxidation of cis-Vinylsilanes: Influence of the Oxidant on the StereoselectivityPd
http://dx.doi.org/10.1021/ja2089102
CHECK, C. T.; HENDERSON, W. H.; WRAY, B. C.; VANDEN EYNDEN, M. J.; STAMBULI, J. P.
CJM
RSiEt3
n
Pd(OAc)2 2 mol%AcOH 90 °C
BQ
RSiEt3n
OAcPd(OAc)2 2 mol%AcOH 90 °C
PhI(OAc)2
RSiEt3
n
OAc
Z/E 5:1 E/Z > 19:1
J. Am. Chem. Soc. 18503 185062011 133 -, , 46 ,
C-H ArylationPd
http://dx.doi.org/10.1021/ja208068w
KALYANI, D.; MCMURTREY, K. B.; NEUFELDT, S. R.; SANFORD, M. S.
CJM
NR1
R2+
[Ar-N2]BF4
Ru(bpy)3Cl2·6H2O2.5 mol%
26 W lightbulb
MeOH, rtR3
Pd(OAc)2
10 mol%
NR2
Ar
R1Ru
J. Am. Chem. Soc. 18566 185692011 133 -, , 46 ,
C3-Selective Direct Arylation of Pyridines Pd
http://dx.doi.org/10.1021/ja209510q
YE, M.; GAO, G.; EDMUNDS, A. J. F.; WORTHINGTON, P. A.; MORRIS, J. A.; YU, J. Q.
CJM
NR1
H+ R2
XPd(OAc)2 5 mol%
Phen 15 mol%
Cs2CO3 3 equiv140 °CXs.
NR1
R2
J. Am. Chem. Soc. 19090 190932011 133 -, , 47 ,
Pd-Josiphos-catalyzed Enantioselective a-Arylation of Silyl Ketene AcetalsPd
http://dx.doi.org/10.1021/om200945q
KOBAYASHI, K.; YAMAMOTO, Y.; MIYAURA, N.
PB
OTMS
R1 OR2
Ar-X
Pd(OAc)2 / ligand
TlOAcAr
R1
CO2R2
up to 91% ee
ligand = Fe
PR2R'2P
*
Organometallics, 6323 6272011 30 -, , 22 ,
8
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Synthesis of Arylhydrazines.Pd
http://dx.doi.org/10.1055/s-0030-1260337.
MA, F.-F.; PENG, Z.-Y.; LI, W-F.; XIE, X.-M.; ZHANG, Z.
MJSynlett 2555 25582011 -, , 17 ,
Synthesis of Carbazolo[1,2-b]carbazoles.Pd
http://dx.doi.org/10.1055/s-0030-1289514.
CHAITANYA, T. K.; NAGARAJAN, R.
MJSynlett 2559 25612011 -, , 17 ,
Synthesis of 2-Substituted 3-Hydroxymethylbenzo[b]furans.Pd
http://dx.doi.org/10.1055/s-0030-1289519.
WANG, H.; HAN, X.; LU, X.
MJSynlett 2590 25942011 -, , 17 ,
Allylic oxidation. Synthesis of Vinyllactones. Pd
http://dx.doi.org/10.1055/s-0031-1289549.
BISCHOP, M.; PIETRUSZKA, J.
MJSynlett 2689 26922011 -, , 18 ,
9
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Asymmetric Oxetane Synthesis.Pd
http://dx.doi.org/10.1055/s-0031-1289540.
MIKAMI, K.; AIKAWA, K.; AIDA, J.
MJSynlett 2719 27242011 -, , 18 ,
Asymmetric Domino Allylstannylation-Heck Reaction.Pd
http://dx.doi.org/10.1055/s-0031-1289539.
SCHÜTTE, J.; YE, S.; SCHMALZ, H.-G.
MJ
Sn
Synlett 2725 27292011 -, , 18 ,
Intramolecular Hydroarylation.Pd
http://dx.doi.org/10.1055/s-0031-1289545.
NANDAKUMAR, A.; BALAKRISHNAN, K.; PERUMAL, P. T.
MJSynlett 2733 27392011 -, , 18 ,
Enantioenriched Stereogenic Centers via Ni- and Pd-Catalyzed Reactions.Pd
http://dx.doi.org/10.1055/s-0031-1289871.
TAYLOR, B. L. H.; JARVO, E. R.
MJ
Ni
Synlett 2761 27652011 -, , 19 ,
10
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Review: From Vinyl Chloride Derivatives.Pd
http://dx.doi.org/10.1055/s-0031-1289862
GUINCHARD, X.; ROULLAND, E.
MJ
B
Synlett 2779 27882011 -, , 19 ,
Alkynylations of Heteroarenes and Double Arylations of Diynes.Pd
http://dx.doi.org/10.1055/s-0031-1289861.
SALEH, S.; PICQUET, M.; MEUNIER, P.; HIERSO, J.-C.:
MJSynlett 2844 28482011 -, , 19 ,
Copper(I)-Catalyzed Deacetylenative CouplingCu
http://dx.doi.org/10.1002/chem.201102710
KIM, Y.; NAKAMURA, H.
HD
R1
NR3R2
CuCl 20 %
THF, 130°CSealed vial tube
R1
N R1
N
R3R2
R3R2
13 examples37-90 %
Chem. Eur. J. 12561 125632011 17 -, , 45 ,
Enantioselective Henry ReactionCu
http://dx.doi.org/10.1002/chem.201102136
KODAMA, K.; SUGAWARA, K.; IROSE, T.
HD
R H
O
CH3NO2
Cu(OAc)2. H2O 10 %, L 10 %
DABCO 2 %, EtOH, 0°C, 24hNH
NMe2
Ar
RNO2
OH
+ L :
Ar = 1-Naphtylee up to 91 %
Chem. Eur. J. 13584 135922011 17 -, , 48 ,
11
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Enantioselective Alkynylation of Isochroman AcetalsCu
http://dx.doi.org/10.1021/ja207585p
MAITY, P.; SRINIVAS, H. D.; WATSON, M. P.
HD
O
OMe R2
O
R2
Cu(MeCN)4PF6 10%L 12 %, TMSOTf
i-Pr2NEt, Et2O-22°C, 12 h
O
N N
O
Bn Bn
Me Me
+ L :
R1 R1
ee up to 94 %
J. Am. Chem. Soc. 17142 171452011 133 -, , 43 ,
Direct Access to ß-Oxodiazo Compounds Cu
http://dx.doi.org/10.1021/ja208965b
BARLUENGA, J.; LONZI, G.; RIESGO, L.; TOMAS, M.; LOPEZ, L. A.
HD
EWG R2
R1
N2
Ph-I=OCu(OTf)2 5 %
CH3CN, RT+ R1 EWG
R2
O N2
J. Am. Chem. Soc. 18138 181412011 133 -, , 45 ,
Stereoselective Synthesis of Polyfunctional Tetrasubstituted Alkenyl SulfidesCu
http://dx.doi.org/10.1055/s-0030-1260210DUNST, C.; METZGER, A.; ZABURDAEVA, E.A.; KNOCHEL, P.
GJ
SCH3
NC
Cl
Zn
SCH3
I
Cl
NC
22 examples; carbocupration ofalkynyl sulfides with aryl and
benzylic diorganozincs+
2
.2MgX2.LiCl
2 CuCN.2 LiCl
THF, -20°C, 16 h
70% (E/Z 99:1)
(1.5 equiv)
ZnLi
Synthesis 3453 34622011 -, , 21 ,
One-Pot Synthesis of Imidazo[1,2-a]pyridinesCu
http://dx.doi.org/10.1055/s-0030-1260255MISHRA, S.; GHOSH, R.
GJ
H
O
N NH2
N
NPh
Ph28 examples, yields: 60-91%
+ +NaHSO4.SiO2
toluene, reflux, 12 h
CuI (5 mol%)
91%
Synthesis 3463 34702011 -, , 21 ,
12
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Synthesis of 1N-Alkyl-4-aryl-1,2,3-triazolesCu
http://dx.doi.org/10.1055/s-0030-1260256LADOUCEUR, S.; SOLIMAN, A.M.; ZYSMAN-COLMAN, E.
GJ
CH3OBr
N
N
NCH3O
Practical synthetic procedures; multicomponent one-pot click protocol; 25 examples, yields:38-96%
+TMS
NaN3, CuSO4 (20 mol%)
1:1 MeOH, Et2O, rt, 18 h
K2CO3 (1.8 equiv)
61%pyridine, ascorbic acid
Synthesis 3604 36112011 -, , 22 ,
Synthesis of Mono- and Bis-N-Heterocyclic Carbene Copper(I) ComplexesCu
http://dx.doi.org/10.1055/s-0030-1260250LE GALL, T.; BALTATU, S.; COLLINS, S.K.
GJ
N N
CO2
MesMes
N N
Cu
MesMes
N N MesMes
I
13 examples, yields: 41-91%;decarboxylative generation
of carbenes
+
_
+ _THF, 60°C, 24 h
CuI (0.5 equiv)
77%
Synthesis 3687 36912011 -, , 22 ,
One-Pot Synthesis of Pyrazolo[3,4-b]indoles and New Isoxazolo[5,4-b]indolesCu
http://dx.doi.org/10.1055/S-0031-1289572KUMAR, A.S.; RAO, P.V.A.; NAGARAJAN, R.
GJ
NCl
CH3
O
Et
N
CH3
Ph
Et
a) PhNHNH2, NMP
MW, 120°C, 10 min
b) CuI (0.05 mol%), K2CO3
MW, 120°C, 10 min
Optimized conditions26 examples, yields: 82-96%
Intramolecular C–N/C–Obond formation92%
Synthesis 3878 38862011 -, , 23 ,
N-Arylation of Nucleobases and N-Heterocyclic CompoundsCu
http://dx.doi.org/10.1055/s-0030-1260236RAD, M.N.S.; BEHROUZ, S.; DOROODMAND, M.M.; MOGHTADERIA, N.
GJ
NH
NH
O
O
I
SiO2-OSO
3Cu N
H
N O
O
+(0.05 mol%)
DBU, DMF, reflux, 8 h60%
Ullmann-type N-arylation catalysis by Cu nanoparticle-doped silica cuprous sulfate (preparation given); 22 examples, yields: 35-77%
Synthesis 3915 39242011 -, , 23 ,
13
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Allylation of Arenes with Allylic Alcohols.Ag
http://dx.doi.org/10.1055/s-0031-1289548.
CHEN, G.-Q.; XU, Z.-J.; CHAN, S. L.-F.; ZHOU, C.-Y.; CHE, C.-M.
MJSynlett 2713 27182011 -, , 18 ,
Nanoparticles in Amide SynthesisAu
http://dx.doi.org/10.1021/ja2080086
SOULÉ, J.-F.; MIYAMURA, H.; KOBAYASHI, S.
CJM
R OH + HNR1R2
PICB-Au nanoparticlesNaOH 1 equiv
O2 BalloonTHF / water 40 °C
R NR1R2
O
J. Am. Chem. Soc. 18550 185532011 133 -, , 46 ,
Hydroamination with New Acyclic Aminoxycarbene-Gold ComplexesAu
http://dx.doi.org/10.1021/om200602k
SEO, H.; SNEAD, D.R.; ABBOUD, K.A.; HONG, S.
PB
NH
RR'
R''
R'''
O
NHR''''
LAuCl (5-10 mol%)
AgOTf (5-10 mol%)
dioxane or MeOH
N OR3
Au
Cl
R1
R2N
RR'
R''
R'''
O
NHR''''
R1 = iPr, adamentyl, 2,6-di-iPr-phenyl, 2,6-di-Me-phenyl
R2 = iPr, Ph, Cy, adamentyl
R3 = adamentyl,2,6-di-iPr-phenyl
LAuCl =
Organometallics, 5725 57302011 30 -, , 21 ,
A Zinc(II) Catalyst System for the Conia-Ene Reaction of Alkynyl-AminomalonatesZn
http://dx.doi.org/10.1002/adsc.201100401
HESS, W.; BURTON, J. W.
HD
N
X
R1CO2Et
CO2Et
( )n
R2
NR1
X R2
EtO2C CO2Et
NR1
X
EtO2C CO2Et
R2
n = 1, 2, 3 n = 0
( )n
orZnCl2 10 %
ClCH2CH2Cl100°C, 15 h
X = O, H2
Adv. Synth. Catal. 2966 29702011 353 -, , 16 ,
14
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Synthesis of Diaryl Ketones via a Phosphine-Free Fukuyama ReactionZn
http://dx.doi.org/10.1039/C1CC16114H
KUNCHITHAPATHAM, K.; EICHMAN, C. C.; STAMBULI, J. P.
MVI
F F
SEt
O
MeO ZnCl
F F
O
OMe1.2 eq.
1 mol% Pd(dba)2
Toluene, 23°C
82%
Chem. Commun. 12679 126812011 47 -, , 47 ,
Reactions of ZnR2 CompoundsZn
http://dx.doi.org/10.1002/chem.201101997
DRANKA, I.; KUBISIAK, M.; JUSTYNIAK, I.; LESIUK, M.; KUBICKI, M.; LEWIN´ SKI, J.
HJChem. Eur. J. 12713 127212010 17 -, , ,
Cationic Cyclopentadienyl Zinc ComplexesZn
http://dx.doi.org/10.1002/chem.201102699
CHILLECK, M. A.; BRAUN, T.; BRAUN, B.
HJChem. Eur. J. 12902 129052010 46 -, , ,
Micellar Catalysis : Negishi-like Cross-couplings in Water at Room TemperatureZn
http://dx.doi.org/10.1021/om200846h
DUPLAIS, C.; KRASOVSKIY, A.; LIPSHUTZ, B.H.
PB
R Br BrR'
Zn / TMEDA
PdCl2(Amphos)2 (0.5 mol%)
4% surfactant-H2O, rt
(surfactant = Brij30)
RR'
+
Organometallics, 6090 60972011 30 -, , 22 ,
15
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
Preparation of Pyrone DerivativesZn
http://dx.doi.org/10.1055/s-0031-1289855
RIEKE, R. D.; KIM, S.-H.
OS
THF, rt, 30 min
Pd(PPh3)4 (1mol%)Cl
O
O
O
BrZn +
O O
COAr
94%
Synlett 2867 28712011 19 -, , ,
Addition of Diethylzinc to AldehydesZn
http://dx.doi.org/10.1055/s-0030-1260230WERNER, T.; RIAHI, A.M.; SCHRAMM, H.
GJ
H
O
F Et2Zn
OHF
Et
27 examples, yields: 26-99%; phosphonium salt catalysis
+
92%
Bu4PCl (7 mol%)
toluene, 23°C, 24 h
Synthesis 3482 34902011 -, , 21 ,
Synthesis of Coumarins and NeoflavonesZn
http://dx.doi.org/10.1055/s-0031-1289576LEAO, R.A.C.; DE MORAES, P.DE F.; PEDRO, M.C.B.C.; COSTA, P.R.R.
GJ
OH OH
OH
OOH
OH CH3
O
CH3
O
OEt
37 examples; hydroarylation of acetylenic esters with phenols; solvent-free conditions
+ZnCl2 (5 mol%)
100°C
84%
Synthesis 3692 36962011 -, , 22 ,
Cyclization of Homopropargyl AzidesHg
http://dx.doi.org/10.1055/s-0031-1289566
YAMAMOTO,H.; SASAKI, I.; MIZUHO, M.; KARASUDANI, A. ; IMAGAWA, H.; NISHIZAWA, M.
OS
C5H11
N3 HNC5H11
CH3NO2, rt, 10 min
(20mol%)
99%
Si
HgOTf
Synlett 2815 28182011 19 -, , ,
16
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
One-Pot Epoxide RearrangementBi
http://dx.doi.org/10.1021/jo201478d
LAMBERT, R. F.; HINKLE, R. J.; AMMANN, S. E.; LIAN, Y.; LIU, J.; LEWIS, S. E.; PIKE, R. D.
OS
SiMe3
OH
+ O
66%
Bi(OTf)3.nH2O (5 mol%)O
CH2Cl2, 0 °C to rt
J. Org. Chem. 9269 92772011 76 -, , ,
Aryl Diazonium versus Iodonium Salts: Preparation, Applications and Mechanisms Rv
http://dx.doi.org/10.1002/adsc.201100531
BONIN, H.; FOUQUET, E.; FELPIN, F.-X
HD
ArN2X versus Ar2IXSuzuki-Miyauracross coupling Ar-Ar'Ar'B(OR)2+ 77 references
Pd
Adv. Synth. Catal. 3063 30842011 353 -, , 17 ,
Transition-Metal-Catalyzed Rearrangements of Small CycloalkanesRv
http://dx.doi.org/10.1055/s-0030-1260233AÏSSA, C.
GJ
X
R
MX
M
R
XM R
Regioselectivity trends inβ-carbon elimination
Review with ~ 140 references
( )n ( )n ( )nand/or
R � H
X = C, N, O
n = 0, 1
Synthesis 3389 34072011 -, , 21 ,
Direct Amination of Azole C–H BondsRv
http://dx.doi.org/10.1055/s-0030-1260231ZHANG, M.
GJ
Short review with 75 references
Copper catalysis
Cu
Synthesis 3408 34172011 -, , 21 ,
17
Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 7)
The Oxidation of Amides to ImidesRv
http://dx.doi.org/10.1055/s-0030-1260237SPERRY, J.
GJ
N
O H H
R
N
O O
RReview (in part)
RuCrCu
Synthesis 3569 35802011 -, , 22 ,
Synthesis and Application of [2.2]Paracyclophane Derivatives in CatalysisRv
http://dx.doi.org/10.1055/s-0031-1289296PARADIES, J.
GJ
Review (in part)Xn Yn
ZnPdRh
Synthesis 3749 37662011 -, , 23 ,
Intramolecular Azide–Alkyne Cycloaddition ReactionsRv
http://dx.doi.org/10.1055/s-0031-1289295MAJUMDAR, K.C.; RAY, K.
GJ
Short review (in part)Synthesis of 1,2,3-triazole-fused heterocycles
Synthesis 3767 37832011 -, , 23 ,
18