Optimized synthesis of hydrogen-bond surrogate helices: Surprising effects of microwave heating on the activity of grubbs catalysts

被引：58

作者：

Chapman, Ross N. ^{[1
]}

Arora, Paramjit S. ^{[1
]}

机构：

[1] NYU, Dept Chem, New York, NY 10003 USA

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 25期

关键词：

D O I：

10.1021/ol062443z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] This manuscript discusses microwave-assisted solid-phase synthesis of hydrogen-bond surrogate based r-helices and analogues by ring-closing metathesis (RCM). Microwave-mediated RCM allows access to a greater variety of amino acid residues in the macrocycles in shorter reaction times and higher yields compared to conventional heating. Surprisingly, we discovered that the Grubbs II catalyst is highly active under the influence of microwaves but catalytically dead under oil-bath conditions for the metathesis of these peptide bisolefins.

引用

页码：5825 / 5828

页数：4

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