α-Alkylation of (S)-Glyceric Acid through the tert-Butylthioester of (2R,4S)-2-tert-Butyl-1,3-dioxolane-4-carboxylic Acid

The thioester (9) mentioned in the title is prepared in three steps from (S)-serine. Deprotonation with LiN(CHMe2)2 generates a chiral enolate (10) which is alkylated preferentially from the Re-face (cis to the tert-butyl group), to give products of type 11. Possible reasons for the steric course o...

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Bibliographic Details
Main Authors: Dieter Seebach, Marlyse Coquoz
Format: Article
Language:deu
Published: Swiss Chemical Society 1985-01-01
Series:CHIMIA
Online Access:https://www.chimia.ch/chimia/article/view/9642
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