RECOVERABLE CHIRAL SULFOXIDES FOR ASYMMETRIC-SYNTHESIS - PREPARATION, REGENERATION AND APPLICATION TO THE ASYMMETRIC ALDOL REACTION

被引：18

作者：

BUTLIN, RJ

LINNEY, ID

CRITCHER, DJ

MAHON, MF

MOLLOY, KC

WILLS, M

机构：

[1] UNIV BATH,SCH CHEM,XRAY CRYSTALLOG UNIT,BATH BA2 7AY,AVON,ENGLAND

[2] ICI PHARMACEUT PLC,MACCLESFIELD SK10 4TG,CHESHIRE,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 14期

关键词：

D O I：

10.1039/p19930001581

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of a novel source of chiral sulfoxide and its application to the control of asymmetric-aldol reactions is described. The sulfoxide precursor S(S)R-(+)-cis-4 may be recycled and thus affords a considerable advantage over currently available methodology. Studies of the origin of the stereochemical outcome of the aldol reactions of the derived enolate S(S)R-(-)-10b reveal that it is the result of thermodynamic, not kinetic, control.

引用

页码：1581 / 1589

页数：9