A HIGHLY EFFICIENT ASYMMETRIC-SYNTHESIS OF A 4,4-DISUBSTITUTED BUTAN-4-OLIDE BY THE 1,7-ASYMMETRIC INDUCTIVE ADDITION OF GRIGNARD-REAGENTS TO GAMMA-KETO ESTERS

被引：16

作者：

TAMAI, Y ^{[1
]}

AKIYAMA, M ^{[1
]}

OKAMURA, A ^{[1
]}

MIYANO, S ^{[1
]}

机构：

[1] TOHOKU UNIV,FAC ENGN,DEPT BIOCHEM & ENGN,AOBA KU,SENDAI,MIYAGI 980,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 09期

关键词：

D O I：

10.1039/c39920000687

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient asymmetric synthesis of a butan-4-olide having a quaternary asymmetric carbon centre was achieved with up to 97% enantiomeric excess (e.e.) by the 1,7-asymmetric inductive addition of Grignard reagents to the gamma-keto esters 4-7, the e.e. of which was highly dependent on the structure of the chelating group of the chiral auxiliaries 1-3.

引用

页码：687 / 688

页数：2

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