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水相中的均相和多相手性铜(II)催化:对二烯酮和二烯酯的硼共轭加成的对映选择性。

Heterogeneous and homogeneous chiral Cu(II) catalysis in water: enantioselective boron conjugate additions to dienones and dienoesters.

机构信息

Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.

出版信息

Chem Commun (Camb). 2013 Sep 25;49(74):8184-6. doi: 10.1039/c3cc44324h.

DOI:10.1039/c3cc44324h
PMID:23925388
Abstract

It was proved that a judicious choice of counteranion played a prominent role in Cu(II) catalysis for enantioselective boron conjugate additions in water; the use of Cu(OH)2 renders heterogeneous catalysis, whereas Cu(OAc)2 renders homogeneous catalysis; cyclic dienones underwent a remarkable switch of regioselectivity between 1,4- and 1,6-modes of the additions through these catalyses.

摘要

研究证明,在铜(II)催化的硼共轭加成的对映选择性反应中,选择合适的抗衡阴离子起着重要作用;使用 Cu(OH)2 可实现非均相催化,而使用 Cu(OAc)2 则可实现均相催化;通过这些催化作用,环状二烯酮的加成反应的区域选择性在 1,4-和 1,6-两种模式之间发生了显著的转换。

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