Synthesis of atropisomeric 2-(1-aminoalkyl)-1-naphthamides by stereoselective addition of organolithiums to a 2-imino-1-naphthamide

被引：19

作者：

Clayden, J

Westlund, N

Wilson, FX

机构：

[1] Univ Manchester, Dept Chem, Manchester M13 9PL, Lancs, England

[2] Roche Prod Ltd, Welwyn Garden City AL7 3AY, Herts, England

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 17期

关键词：

D O I：

10.1016/S0040-4039(99)00519-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Unlike the corresponding aldehydes, 2-(N-methylformimino)-N,N-dialkyl-1-naphthamides react highly atroposelectively with simple organolithium reagents to give atropisomeric amines whose syn stereochemistry is thermodynamically preferred over anti. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：3329 / 3330

页数：2

共 7 条

[1] Barriers to rotation about the chiral axis of tertiary aromatic amides [J].