REVERSAL OF STEREOSELECTIVITY IN THE ALDOL REACTION OF BORON ENOLATE DERIVED FROM OPPOLZERS SULTAM WITH ALPHA,ALPHA-DIFLUORO AND ALPHA,ALPHA,ALPHA-TRIFLUORO CARBONYL-COMPOUNDS

被引：17

作者：

ISEKI, K

OISHI, S

KOBAYASHI, Y

机构：

来源：

CHEMISTRY LETTERS | 1994年 / 06期

关键词：

D O I：

10.1246/cl.1994.1135

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Hexafluoroacetone causes the complete reversal of stereochemistry in the aldol reaction of boron enolate derived from Oppolzer's sultam in the absence of Lewis acids such as TiCl4. Trifluoroacetaldehyde and 2,2-difluoro-5-phenyl-1-pentanal cause partial reversal, giving a mixture of syn- and anti-aldols, This finding was extended to reactions of the boron enolate with phenylglyoxal and ethyl glyoxylate.

引用

页码：1135 / 1138

页数：4

共 6 条

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[4] ISEKI K, IN PRESS TETRAHEDRON
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[6] EFFICIENT ASYMMETRIC-SYNTHESIS OF ANTI-ALDOLS FROM BORNANESULTAM DERIVED BORYL ENOLATES
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[J]. TETRAHEDRON LETTERS, 1993, 34 (27) : 4321 - 4324

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