Atroposelectivity in the reactions of laterally lithiated tertiary amides

被引：39

作者：

Clayden, J

Pink, JH

机构：

[1] Department of Chemistry, University of Manchester, Manchester, M13 9PL, Oxford Road

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 14期

关键词：

D O I：

10.1016/S0040-4039(97)00401-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lateral lithiation-electrophilic quench of 2-substituted N,N-dialkyl-1-naphthamides proceeds with high levels of diastereoselectivity in favour of one atropisomer of the product. Similar atroposelectivity may be observed in the reactions of 2-substituted benzamides, provided the products are trapped at low temperature by a subsequent in situ ortholithiation-alkylation reaction. (C) 1997 Elsevier Science Ltd.

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页码：2561 / 2564

页数：4

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