ENANTIOMERICALLY PURE TERTIARY ALCOHOLS BY TADDOL-ASSISTED ADDITIONS TO KETONES - OR HOW TO MAKE A GRIGNARD-REAGENT ENANTIOSELECTIVE

被引:98
作者
WEBER, B [1 ]
SEEBACH, D [1 ]
机构
[1] SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1992年 / 31卷 / 01期
关键词
D O I
10.1002/anie.199200841
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Nucleophilic additions to ketones with C-C bond formation which selectively produce tertiary stereogenic carbon centers are rare. The authors succeeded in preparing enantioselective Grignard reagents with TADDOL (1), which react with methyl ketones, affording tertiary alcohols with enantiopurities of up to 98% ee (1, Aryl = phenyl, 2-naphthyl).
引用
收藏
页码:84 / 86
页数:3
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