Efficient synthesis of various atropisomeric amides in optically pure forms and their application to asymmetric reactions

被引：58

作者：

Kitagawa, O ^{[1
]}

Momose, S ^{[1
]}

Fushimi, Y ^{[1
]}

Taguchi, T ^{[1
]}

机构：

[1] Tokyo Univ Pharm & Life Sci, Tokyo 1920392, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 50期

关键词：

atropisomerism; anilides; resolution; asymmetric reaction;

D O I：

10.1016/S0040-4039(99)01853-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Various atropisomeric amides were prepared in optically pure forms (greater than or equal to 98% ee) through the optical resolution of the amide ester derived from (R)-pantolactone, N-allyl-ortho-tert-butylaniline and oxalyl chloride. Asymmetric carbonyl addition reaction of an alkyllithium and asymmetric iodolactonization with these atropisomeric amides proceeded with high stereoselectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：8827 / 8831

页数：5

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