AN INVESTIGATION OF THE MITSUNOBU REACTION IN THE PREPARATION OF PEPTIDE OXAZOLINES, THIAZOLINES, AND AZIRIDINES

被引：150

作者：

WIPF, P

MILLER, CP

机构：

[1] Department of Chemistry, University of Pittsburgh, Pittsburgh

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 42期

关键词：

D O I：

10.1016/S0040-4039(00)60949-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The diisopropyl azodicarboxylate-triphenylphosphine mediated cyclization of serine and allothreonine derivatives provides peptide oxazolines, whereas cyclization of threonine containing substrates leads to N-acyl aziridines. In the thiopeptide series, only thiazolines are obtained. The presence of a moderately strong base is necessary for the formation of aziridines from threonine peptides.

引用

页码：6267 / 6270

页数：4

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