2002 bridged compounds

bridged compoundsQ 0060

07 - 073Enantioselective Synthesis of Both Enantiomers of Vicinal Norbor-nanediamines Through the Leuckart Reaction of 2-Norbornanones.— The reaction of two different 1-amino-2-norbornanones (I) and (V)with formamide and formic acid at 150◦C provides both enantiomers of1,2-di(formylamino)norbornane derivative (III) in optically pure form. Acidichydrolysis gives the free diamines [cf. (IV)]. In contrast, alkaline or acidic hydrol-ysis of compound (VI) does not afford the diamine (IV), but reduction resultsin bis(alkylamino) derivative (VII). — (MARTINEZ, ANTONIO GARCIA;TESO VILAR, ENRIQUE; GARCIA FRAILE, AMELIA; MARTINEZ-RUIZ,PALOMA; Tetrahedron: Asymmetry 12 (2001) 15, 2153-2158; Dep. Quim.Org., Fac. Cienc. Quim., Univ. Complutense, E-28040 Madrid, Spain; EN)

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