Application of the peptide claisen rearrangement toward the synthesis of cyclic peptides

被引：48

作者：

Kazmaier, U ^{[1
]}

Maier, S ^{[1
]}

机构：

[1] Heidelberg Univ, Inst Organ Chem, D-69120 Heidelberg, Germany

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 11期

关键词：

D O I：

10.1021/ol9910262

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Allylic esters of peptides undergo Claisen rearrangement after deprotonation in the presence of tin chloride, giving rise to allylated peptides. Subsequent N-allylation and ring-closing metathesis provides the corresponding cyclic peptides. The yields in the last step strongly depend on the ring size formed.

引用

页码：1763 / 1766

页数：4

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