Transformation of (+)-thiomicamine into a new ligand for the enantioselective addition of methyllithium to prochiral imines

被引：18

作者：

Brózda, D ^{[1
]}

Chrzanowska, M ^{[1
]}

Gluszynska, A ^{[1
]}

Rozwadowska, MD ^{[1
]}

机构：

[1] Adam Mickiewicz Univ, Fac Chem, Grunwaldzka 6, PL-60780 Poznan, Poland

来源：

TETRAHEDRON-ASYMMETRY | 1999年 / 10卷 / 24期

关键词：

D O I：

10.1016/S0957-4166(99)00573-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new ligand 2 was prepared from (+)-thiomicamine 1 and o-methoxyphenol, and its activity as an external controller of stereochemistry in enantioselective additions of methyllithium to prochiral imines 8-10 tested. The non-racemic secondary amines 11-13 were prepared in 60-90% chemical yield with the enantioselectivity ranging from 2 to 41%. 6,7-Dimethoxy-3,4-dihydroisoquinoline 8 was transformed into (+)-salsolidine 11 with an e.e. of 41%. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：4791 / 4796

页数：6

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