Synthesis of functionalized pyroglutamic acids, part 1:: The synthetic utility of N-acylindole and the Ugi reaction with a chiral levulinic acid

被引：12

作者：

Buller, Matthew J. ^{[1
]}

Gilley, Cynthla B. ^{[1
]}

Nguyen, Brian ^{[1
]}

Olshansky, Lisa ^{[1
]}

Fraga, Breena ^{[1
]}

Kobayashi, Yoshihisa ^{[1
]}

机构：

[1] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA

来源：

SYNLETT | 2008年 / 15期

关键词：

pyroglutamic acid; Ugi reaction; convertible isocyanide; diastereoselectivity; beta-lactone;

D O I：

10.1055/s-2008-1078173

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A variety of pyroglutamic acid derivatives are readily synthesized via N-acylindole intermediates obtained by the Ugi reaction. For the preparation of functionalized pyroglutamic acid derivatives, the diastereoselectivity of the Ugi 4-center 3-component condensation reaction with a chiral gamma-keto acid and convertible isocyanide is described.

引用

页码：2244 / 2248

页数：5

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