Ruthenium-catalyzed enantioselective carbon-carbon bond forming reaction via allenylidene-ene process: Synthetic approach to chiral heterocycles such as chromane, thiochromane, and 1,2,3,4-tetrahydroquinoline derivatives
Ruthenium-catalyzed enantioselective carbon-carbon bond forming reaction via allenylidene-ene process: Synthetic approach to chiral heterocycles such as chromane, thiochromane, and 1,2,3,4-tetrahydroquinoline derivatives
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DOI：
10.1021/ja8038745
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发表时间：
2008-08-13
影响因子：
15
通讯作者：
Nishibayashi, Yoshiaki
中科院分区：
文献类型：
--
作者：
Fukamizu, Koji;Miyake, Yoshihiro;Nishibayashi, Yoshiaki
我们之前公开的钌催化的丙炔醇和烯烃之间通过烯丙烯型途径形成碳-碳键的反应，已经成功地应用于各种手性杂环的对映选择性分子内环化，如铬烷、硫铬烷和1,2,3,4-四氢喹啉衍生物（高达99% ee），使用合适的光学活性二钌配合物作为催化剂。手性杂环化合物的结构广泛存在于许多天然和生物活性化合物中，本文所描述的方法为手性杂环化合物的合成提供了一种新的方法。
Our previously disclosed ruthenium-catalyzed carbon-carbon bond forming reactions between propargylic alcohols and alkenes via an allenylidene-ene type pathway have been successfully applied to an enantioselective intramolecular cyclization for a variety of chiral heterocycles such as chromane, thiochromane, and 1,2,3,4-tetrahydroquinoline derivatives (up to 99% ee) by use of a suitable optically active diruthenium complex as a catalyst. The methodology described in this paper becomes a novel synthetic approach to chiral heterocycles, the structures of which are widely found in many natural and biologically active compounds.