Ready N-alkylation of enantiopure aminophenols:: synthesis of tertiary aminophenols

被引：58

作者：

Cimarelli, C ^{[1
]}

Palmieri, G ^{[1
]}

Volpini, E ^{[1
]}

机构：

[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy

来源：

TETRAHEDRON | 2001年 / 57卷 / 28期

关键词：

alkylation; aminophenols; benzoxazine;

D O I：

10.1016/S0040-4020(01)00589-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A regioselective indirect alkylation of aminophenols to enantiopure tertiary aminophenols, which are useful chiral ligands for metal-catalysed asymmetric reactions, is reported. This very simple synthetic methodology, through reduction or alkylation of an intermediate benzoxazine, was performed in mild conditions, suitable for the conservation of the configuration of the stereogenic centres. Some crystalline aminophenols show the phenomenon of 'crystallization-induced asymmetric transformation'. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：6089 / 6096

页数：8

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