Highly active chiral ruthenium catalysts for asymmetric cross- and ring-opening cross metathesis
Highly active chiral ruthenium catalysts for asymmetric cross- and ring-opening cross metathesis
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DOI：
10.1002/anie.200602469
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发表时间：
2006-01-01
影响因子：
16.6
通讯作者：
Grubbs, Robert H.
中科院分区：
文献类型：
--
作者：
Berlin, Jacob M.;Goldberg, Steven D.;Grubbs, Robert H.
烯烃复分解反应在小分子合成中有着广泛的应用。[1]它的使用可以细分为三种转化[1a]-开环复分解，闭环复分解和交叉复分解-并且可以容易地设想这些反应中的每一种的不对称变体（方案1）。我们在本文中报告了高活性手性钌催化剂在不对称开环交叉复分解（AROCM）中的应用以及不对称交叉复分解（ACM）反应的第一个例子。手性钼催化剂已开发用于不对称闭环复分解（ARCM）和AROCM。[2-4]这些催化剂缺乏对官能团的广泛耐受性，并且需要严格排除空气和水分。使用更稳定的对映选择性钌复分解催化剂，其具有更大的对映选择性。
Olefin metathesis has found widespread application in smallmolecule synthesis.[1] Its use can be subclassified into three transformations [1a]—ring-opening metathesis, ring-closing metathesis, and cross-metathesis—and one can readily envision an asymmetric variant of each of these reactions (Scheme 1). We report herein the use of highly active chiral ruthenium catalysts for asymmetric ring-opening cross-metathesis (AROCM) and the first example of an asymmetric cross-metathesis (ACM) reaction.Chiral molybdenum catalysts have been developed for asymmetric ring-closing metathesis(ARCM) and AROCM.[2–4] These catalysts lack extensive tolerance of functional groups and require rigorous exclusion of air and moisture. The use of more stable enantioselective ruthenium metathesis catalysts, which have a greater tolerance of