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钯催化酰胺导向的未活化烯烃的对映选择性碳氢官能化反应,使用手性单齿恶唑啉配体。

Palladium-Catalyzed Amide-Directed Enantioselective Hydrocarbofunctionalization of Unactivated Alkenes Using a Chiral Monodentate Oxazoline Ligand.

机构信息

State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry , Nankai University , Tianjin 300071 , China.

Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Tianjin 300071 , China.

出版信息

J Am Chem Soc. 2018 Mar 14;140(10):3542-3546. doi: 10.1021/jacs.8b00641. Epub 2018 Feb 27.

DOI:10.1021/jacs.8b00641
PMID:29474067
Abstract

A Pd-catalyzed amide-directed enantioselective hydrocarbofunctionalization of unactivated alkenes with C-H nucleophiles has been developed using a chiral monodentate oxazoline (MOXin) ligand. Various indoles react at C3 position with aminoquinoline-coupled 3-alkenamides to give γ addition products in good to excellent yield and enantioselectivity. This study represents an important advance of the development of chiral monodentate oxazoline ligands, which have been underexplored for asymmetric catalysis.

摘要

Pd 催化的酰胺导向的非活化烯烃与 C-H 亲核试剂的对映选择性氢碳官能化反应,使用手性单齿恶唑啉(MOXin)配体得以实现。各种吲哚与氨基喹啉偶联的 3-烯酰胺在 C3 位反应,以良好到优异的收率和对映选择性得到 γ 加成产物。该研究代表了手性单齿恶唑啉配体发展的重要进展,但其在不对称催化中的应用仍未得到充分探索。

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