通过钯催化的烯丙基烷基化反应合成糖氨基酸和糖肽的直接方法。

A straightforward approach towards glycoamino acids and glycopeptides via Pd-catalysed allylic alkylation.

作者信息

Krämer Katja, Deska Jan, Hebach Christina, Kazmaier Uli

机构信息

Institut für Organische Chemie, Universität des Saarlandes, D-66123, Saarbrücken, Germany.

出版信息

Org Biomol Chem. 2009 Jan 7;7(1):103-10. doi: 10.1039/b813978d. Epub 2008 Oct 31.

DOI:10.1039/b813978d

PMID:19081952

Abstract

Chelated enolates are versatile nucleophiles for palladium-catalysed allylic alkylations. Even with complex allylic substrates the reaction proceed without significant isomerisation. This allows the stereoselective introduction of polyhydroxylated allylic sidechains into amino acids and peptides with retention of the olefin geometry.

摘要

螯合烯醇盐是钯催化烯丙基烷基化反应中用途广泛的亲核试剂。即使对于复杂的烯丙基底物，反应也能顺利进行且不会发生明显的异构化。这使得多羟基化烯丙基侧链能够立体选择性地引入氨基酸和肽中，同时保留烯烃的几何构型。