Diastereoselective addition of methyllithium and dimethylcuprate boron trifluoride to imines derived from (S)-1-phenylethylamine

被引：41

作者：

Alvaro, G ^{[1
]}

Savoia, D ^{[1
]}

Valentinetti, MR ^{[1
]}

机构：

[1] UNIV BOLOGNA,DIPARTIMENTO CHIM G CIAMICIAN,I-40126 BOLOGNA,ITALY

来源：

TETRAHEDRON | 1996年 / 52卷 / 38期

关键词：

D O I：

10.1016/0040-4020(96)00746-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reactions of dimethylcuprate-boron trifluoride reagents with the imines derived from (S)-1-phenylethylamine afforded the secondary amines by addition to the Si face of the imines. (S,S)-bis(1-phenylethyl)amine and (S)-1-cyclohexylethanamine were prepared with high stereoselectivity, in the latter case by a two step sequence involving the final cleavage of the auxiliary. Methyllithium attacked mainly the Si face of the imines derived from 4-pyridine carboxaldehyde and 2-methoxybenzaldehyde, but the Re face of the imines derived Own 2-pyridine and 2-furan carboxaldehyde. Copyright (C) 1996 Published by Elsevier Science Ltd

引用

页码：12571 / 12586

页数：16

共 102 条

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