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.
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页码：6267 / 6270
页数：4
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