Synthesis of atropisomeric diamides with remotely related stereogenic axes by stereoselective additions to imines

被引：22

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)00520-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Atroposelective addition of axially chiral laterally lithiated 2-alkyl-1-naphthamides to 6-substituted 2-(N-methylformimino)benzamides leads, after equilibration of the new stereogenic axis to its more stable conformation, to single atropisomeric diastereoisomers of diamides bearing remotely related stereogenic axes separated by one or two stereogenic centres. The newly created MeNH-bearing stereogenic centre "relays" stereochemical information from the first axis to the second. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：3331 / 3334

页数：4

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