Preparation of enantiopure butane-2,3-diacetals of glycolic acid and alkylation reactions leading to α-hydroxyacid and amide derivatives

被引:38
作者
Ley, SV [1 ]
Diez, E [1 ]
Dixon, DJ [1 ]
Guy, RT [1 ]
Michel, P [1 ]
Nattrass, GL [1 ]
Sheppard, TD [1 ]
机构
[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
关键词
D O I
10.1039/b412788a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation of butane-2,3-diacetal protected glycolic acid and related systems is described together with highly selective alkylation reactions of (R, R) and (S, S) butanediacetal protected glycolic acid. These compounds are readily deprotected to give enantiopure alpha-hydroxyacids, alpha-hydroxyesters or alpha-hydroxyamides by suitable choice of conditions.
引用
收藏
页码:3608 / 3617
页数:10
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