INEXPENSIVE REAGENTS FOR THE SYNTHESIS OF AMIDES FROM ESTERS AND FOR REGIOSELECTIVE OPENING OF EPOXIDES

被引：44

作者：

SOLLADIECAVALLO, A

BENCHEQROUN, M

机构：

[1] Laboratoire de Stéréochimie organometallique associéau CNRS, EHICS, 67008 Strasbourg

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 22期

关键词：

D O I：

10.1021/jo00048a011

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lithium aluminum amides [LiAl(NHR)4], 6a-6d, easily prepared in Et2O or THF from 1 equiv of LiAlH4 and 5 equiv of amine, proved to be efficient reagents for the synthesis of secondary amides from esters (approximately 100% with unhindered amines and 92% with tBuNH2). They also open aryl epoxides with very high regioselectivity to give 97-98% of the beta-amino-alpha-arylethanols (corresponding to the SN2 mechanism).

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页码：5831 / 5834

页数：4

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