STEREODIVERGENT SYNTHESIS OF OPTICALLY-ACTIVE TERTIARY ALCOHOLS VIA ADDITION-REACTION OF CHIRAL 2-ACYL OXAZOLIDINE WITH ORGANOMETALLICS

被引：40

作者：

UKAJI, Y ^{[1
]}

YAMAMOTO, K ^{[1
]}

FUKUI, M ^{[1
]}

FUJISAWA, T ^{[1
]}

机构：

[1] MIE UNIV, DEPT CHEM MAT, TSU, MIE 514, JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 25期

关键词：

D O I：

10.1016/0040-4039(91)80649-Q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

It was observed that diastereoselectivity in an addition reaction to chiral 2-acyl oxazolidine, derived from (S)-prolinol, can be fully regulated under appropriate conditions. Addition of organotitanium triisopropoxides provided (S)-tertiary alcohols, while organolithium reagents afforded the corresponding (R)-alcohols. Application of this methodology was demonstrated in the synthesis of (+)- and (-)-trihexyphenidyl.

引用

页码：2919 / 2922

页数：4

共 18 条

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