In- or In(I)-employed diastereoselective Reformatsky-type reactions with ketones:: 1H NMR investigations on the active species

被引：36

作者：

Babu, SA

Yasuda, M

Shibata, I

Baba, A

机构：

[1] Osaka Univ, Grad Sch Engn, Dept Mol Chem, Suita, Osaka 5650871, Japan

[2] Osaka Univ, Grad Sch Engn, Handai Frontier Res Ctr, Suita, Osaka 5650871, Japan

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 24期

关键词：

D O I：

10.1021/ol0482846

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient In- or In(I)-based stereoselective C-C bond formation is reported; the diastereoselective Reformatsky-type reactions of ketones. The predominant formations of anti isomers, confirmed by the X-ray structure analyses of ester derivatives of respective alcohols gal and 13(a1), conclusively revealed the stereochemistry of the reaction path. H-1 NMR investigations revealed the formation of two types of alpha-metalated transient species from a-halo esters with In or In(I) halides.

引用

页码：4475 / 4478

页数：4

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