Organic letters

Highly functionalized organolithium reagents for enantiomerically pure α-amino acid synthesis

MN Kenworthy, JP Kilburn, RJK Taylor

Index: Kenworthy, Martin N.; Kilburn, John Paul; Taylor, Richard J. K. Organic Letters, 2004 , vol. 6, # 1 p. 19 - 22

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Citation Number: 27

Abstract

Highly functionalized l-serine-derived organolithium reagents have been generated and reacted with a variety of electrophiles, delivering novel enantiomerically pure adducts. These adducts were then converted into homochiral amino alcohols and novel nonproteinogenic α-amino acids, including an aspartic acid mimic that has been synthesized in an enantiomerically pure form for the first time.