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2005 Pyrazine derivatives R 0550 Influence of N(2)-Substitution in the Alkylation of (4S)-Alkyl-2,4-dihy- dro-1H-pyrazino[2,1-b]quinazoline-3,6-diones. — The alkylation of dilithiated spe- cies derived from N(2)-unsubstituted title compounds as well as from N(2)-phenyl and N(2)-(1-phenylethyl) analogues is studied. In substrates (I) and (V), the trans-diastereo- selectivity of the 1-alkylation is controlled by 1,4-asymmetric induction (to be contin- ued). — (HERNANDEZ, F.; MORALES, V.; BUENADICHA, F. L.; SOELLHUBER*, M.; AVENDANO, C.; Tetrahedron: Asymmetry 15 (2004) 19, 3045-pp; Dep. Quim. Org., Fac. Farm., Univ. Complutense, E-28040 Madrid, Spain; Eng.) — Klein 10- 159

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Page 1: Influence of N(2)-Substitution in the Alkylation of (4S)-Alkyl-2,4-dihydro-1H-pyrazino[2,1-b]quinazoline-3,6-diones

2005

Pyrazine derivativesR 0550 Influence of N(2)-Substitution in the Alkylation of (4S)-Alkyl-2,4-dihy-

dro-1H-pyrazino[2,1-b]quinazoline-3,6-diones. — The alkylation of dilithiated spe-cies derived from N(2)-unsubstituted title compounds as well as from N(2)-phenyl and N(2)-(1-phenylethyl) analogues is studied. In substrates (I) and (V), the trans-diastereo-selectivity of the 1-alkylation is controlled by 1,4-asymmetric induction (to be contin-ued). — (HERNANDEZ, F.; MORALES, V.; BUENADICHA, F. L.; SOELLHUBER*, M.; AVENDANO, C.; Tetrahedron: Asymmetry 15 (2004) 19, 3045-pp; Dep. Quim. Org., Fac. Farm., Univ. Complutense, E-28040 Madrid, Spain; Eng.) — Klein

10- 159

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