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通过钯催化吡咯分子间不对称烯丙基去芳构化反应,高区域和对映选择性合成多取代 2H-吡咯。

Highly regio- and enantioselective synthesis of polysubstituted 2H-pyrroles via Pd-catalyzed intermolecular asymmetric allylic dearomatization of pyrroles.

机构信息

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

出版信息

J Am Chem Soc. 2014 May 7;136(18):6590-3. doi: 10.1021/ja5028138. Epub 2014 Apr 28.

Abstract

A highly efficient synthesis of chiral polysubstituted 2H-pyrrole derivatives via a Pd-catalyzed intermolecular asymmetric allylic dearomatization reaction of pyrroles is presented. With the commercially available palladium precursor and chiral ligand, the polysubstituted 2H-pyrrole products containing a chiral quaternary carbon center were obtained with up to 97% ee and >95/5 regioselectivity.

摘要

本文报道了一种通过钯催化吡咯的分子间不对称烯丙基去芳构化反应高效合成手性多取代 2H-吡咯衍生物的方法。使用商业可得的钯前体和手性配体,可获得含有手性季碳中心的多取代 2H-吡咯产物,ee 值最高可达 97%,区域选择性大于 95/5。

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