The aldol-type condensation between α-dibenzylamino trimethylsilyl ketene acetals and various achiral and chiral aldehydes in the presence of a Lewis acid furnishes α-amino-β -hydroxyacids in moderate yields with preferential C2-C3 threo configuration.
Acid Catalysis in Aldol Condensation of alpha-Amino Silyl Ketene Acetals. Diastereoselective Synthesis of alpha-Amino-beta-hydroxyacids
GUANTI, GIUSEPPE;BANFI, LUCA;NARISANO, ENRICA;
1985-01-01
Abstract
The aldol-type condensation between α-dibenzylamino trimethylsilyl ketene acetals and various achiral and chiral aldehydes in the presence of a Lewis acid furnishes α-amino-β -hydroxyacids in moderate yields with preferential C2-C3 threo configuration.
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