Enantioselective synthesis of α-hydroxy acids employing (1S)-(+)-N,N-diisopropyl-10-camphorsulfonamide as chiral auxiliary

被引：47

作者：

Chang, JW

Jang, DP

Uang, BJ ^{[1
]}

Liao, FL

Wang, SL

机构：

[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 300, Taiwan

[2] Natl Tsing Hua Univ, Instrumentat Ctr, Hsinchu 300, Taiwan

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 13期

关键词：

D O I：

10.1021/ol9910666

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Lewis acid (BF3. OEt2) catalyzed condensation of dimethoxy acetal 2 with alpha-hydroxy acids produces chiral 1,3-dioxolanones I. The enolates derived from these compounds undergo reactions with alkyl halides with a high level of diastereoselectivity. Subsequent hydrolysis of these alkylated products II gives mono- and disubstituted alpha-hydroxy acids III with high enantiomeric excesses.

引用

页码：2061 / 2063

页数：3

共 34 条

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