氢键替代螺旋的优化合成：微波加热对格拉布催化剂活性的惊人影响。
Optimized synthesis of hydrogen-bond surrogate helices: surprising effects of microwave heating on the activity of Grubbs catalysts.
作者信息
Chapman Ross N, Arora Paramjit S
机构信息
Department of Chemistry, New York University, 100 Washington Square East, New York, NY 10003, USA.
出版信息
Org Lett. 2006 Dec 7;8(25):5825-8. doi: 10.1021/ol062443z.
Abstract
This manuscript discusses microwave-assisted solid-phase synthesis of hydrogen-bond surrogate based alpha-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. [reaction: see text]
摘要
本手稿讨论了通过闭环复分解反应（RCM）微波辅助固相合成基于氢键替代物的α-螺旋及其类似物。与传统加热相比，微波介导的RCM能够在更短的反应时间内以更高的产率获得大环中更多种类的氨基酸残基。令人惊讶的是，我们发现Grubbs II催化剂在微波作用下具有高活性，但在油浴条件下对于这些肽双烯烃的复分解反应催化活性丧失。[反应：见正文]
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