A high yielding synthesis of anthranilate esters from sterically hindered alcohols

被引：21

作者：

Barker, D

McLeod, MD

Brimble, MA

Savage, GP

机构：

[1] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia

[2] Univ Auckland, Dept Chem, Auckland 1, New Zealand

[3] CSIRO, Clayton S, Vic 3169, Australia

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 09期

关键词：

D O I：

10.1016/S0040-4039(00)02327-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A high yielding and operationally simple synthesis of anthranilate esters derived from primary, secondary and tertiary alcohols is reported. Esterification of the alcohol with N-(trifluoroacetyl)anthranilic acid under Steglich conditions, followed by sodium borohydride mediated cleavage of the trifluoroacetyl group affords the anthranilate ester. This new method has application in the synthesis of the ester sidechains of the commonly occurring Delphinium and Aconitum alkaloids and their analogues. (C) 2001 Elsevier Science Ltd. All rights reserved.

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页码：1785 / 1788

页数：4

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