A second-generation synthesis of scalemic 3,5,5-trisubstituted pyrrolin-4-ones: Incorporation of functionalized amino acid side-chains

被引：31

作者：

Smith, AB ^{[1
]}

Benowitz, AB ^{[1
]}

Favor, DA ^{[1
]}

Sprengeler, PA ^{[1
]}

Hirschmann, R ^{[1
]}

机构：

[1] UNIV PENN,RES STRUCT MATTER LAB,PHILADELPHIA,PA 19104

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 22期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(97)00752-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

To access mimics of peptidal beta-strands (1), scalemic 3,5,5-trisubstituted pyrrolin-4-ones bearing the tyrosine, serine, and lysine side-chains have been generated via cyclization of metalated imino esters and deprotection. The functionalized imino esters were prepared by asymmetric alkylation of a common oxazolidinone precursor (2) derived from L-prenylglycine. (C) 1997 Elsevier Science Ltd.

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页码：3809 / 3812

页数：4

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