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使用 C2 对称阳离子型 N-杂环卡宾(NHC)Pd2+二水合配合物作为催化剂,催化不对称芳基硼酸对色满酮的加成反应。

Catalytic asymmetric addition of arylboronic acids to isatins using C2-symmetric cationic N-heterocyclic carbenes (NHCs) Pd2+ diaqua complexes as catalysts.

机构信息

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.

出版信息

Org Lett. 2011 May 6;13(9):2314-7. doi: 10.1021/ol200566s. Epub 2011 Mar 31.

Abstract

A catalytic asymmetric addition of arylboronic acids to isatins has been achieved by using chiral cationic C(2)-symmetric N-heterocyclic carbene (NHC) Pd(2+) diaqua complexes as the catalysts. The reaction can be performed under convenient conditions to give the corresponding adducts in good to high yields (79-94%) and moderate to excellent enantioselectivities (up to 94% ee) in the presence of LiOAr as the promoter which was generated in situ.

摘要

手性阳离子 C(2)-对称 N-杂环卡宾 (NHC)Pd(2+)二水合配合物被用作催化剂,实现了芳基硼酸与色满酮的催化不对称加成反应。该反应可以在方便的条件下进行,在原位生成的促进剂 LiOAr 的存在下,以良好到高的收率(79-94%)和中等至优秀的对映选择性(高达 94%ee)得到相应的加合物。

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