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手性镍催化炔基 tethered 丙二腈的还原 -芳构化环化反应构建季立体中心。

Enantioselective Nickel-Catalyzed Reductive -Arylative Annulation of Alkyne-Tethered Malononitriles to Construct Quaternary Stereocenters.

机构信息

Sauvage Center for Molecular Sciences; Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education; College of Chemistry and Molecular Sciences; Wuhan University, Wuhan, 430072 Hubei, China.

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

出版信息

Org Lett. 2023 Mar 24;25(11):1811-1816. doi: 10.1021/acs.orglett.3c00123. Epub 2023 Mar 15.

Abstract

A nickel-catalyzed reductive desymmetrizing annulation of alkyne-tethered malononitriles and (hetero)aryl iodides is reported for the access of cyclohexenones containing an α-all-carbon quaternary stereocenter. The use of a nickel catalyst derived from an electron-rich phosphinooxazoline ligand combined with iron powder as a reductant is crucial to the success of this transformation.

摘要

报道了镍催化的炔烃键合丙二腈和(杂)芳基碘化物的还原去对称环化反应,用于合成含有α-全碳季碳立体中心的环己烯酮。使用源自富电子膦氧恶唑啉配体的镍催化剂与铁粉作为还原剂对于该转化的成功至关重要。

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