Asymmetric Nucleophilic Acylation of Aldehydes via 1, 1??Heterodisubstituted Alkenes

H Monenschein, G Dräger, A Jung…

文献索引：Monenschein, Holger; Draeger, Gerald; Jung, Alexander; Kirschning, Andreas Chemistry - A European Journal, 1999 , vol. 5, # 8 p. 2270 - 2280

全文：HTML全文

被引用次数: 36

摘要

Abstract Aldehydescanbe efficiently acetylated in an asymmetric manner via 1, 1- heterodisubstituted alkenes. The method combines a homologation step of the starting aldehyde 1 followed by the Sharpless asymmetric dihydroxylation of intermediate prochiral 1, 1-heterodisubstituted alkenes 2. The sequence works particularly well with ketene O, O- acetals as intermediates and allows the synthesis of α-hydroxy carboxylates 3 in high ...