Highly stereoselective allylic alkylations of peptides

被引：53

作者：

Kazmaier, Uli ^{[1
]}

Deska, Jan ^{[1
]}

Watzke, Anja ^{[1
]}

机构：

[1] Univ Saarland, Inst Organ Chem, D-66123 Saarbrucken, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 29期

关键词：

allylation; asymmetric synthesis; chelates; palladium; peptides;

D O I：

10.1002/anie.200600509

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Help from the neighbors: Palladium-catalyzed allylic alkylations are extremely suitable for the stereoselective introduction of unsaturated side chains to peptides (see scheme; TFA = trifluoroacetate). The chiral information of the peptide can be used to control the formation of the new stereogenic center. In general, S amino acids induce the formation of R-configured amino acids. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4855 / 4858

页数：4

共 43 条

[1]

[Anonymous], MODERN SYNTHETIC MET

[2]

[Anonymous], 1992, ALDRICHIM ACTA

[3] CONVERSION OF SERINE AND THREONINE RESIDUES INTO ALPHA-ACYLOXY-HALOGENOGLYCINE, ALPHA-ALKYLTHIO-HALOGENOGLYCINE, AND ALPHA-HALOGENOGLYCINE MOIETIES - A NEW STRATEGY FOR THE MODIFICATION OF PEPTIDES [J].