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双炔通过钯催化的有氧氧化环化-硼化和醛捕获的选择性级联反应。

Selective Cascade Reaction of Bisallenes via Palladium-Catalyzed Aerobic Oxidative Carbocyclization-Borylation and Aldehyde Trapping.

机构信息

Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, 10691, Stockholm, Sweden.

Present address: Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai, 400076, India.

出版信息

Angew Chem Int Ed Engl. 2017 Feb 1;56(6):1590-1594. doi: 10.1002/anie.201610524. Epub 2017 Jan 9.

Abstract

A cascade reaction, consisting of a palladium-catalyzed regioselective aerobic oxidative carbocyclization-borylation of bisallenes and a final aldehyde trapping, afforded triene alcohols with high diastereoselectivity. The cascade reaction occurs under mild reaction conditions and proceeds via an allylboron intermediate that is trapped by the aldehyde in a stereoselective manner.

摘要

级联反应,包括钯催化的区域选择性有氧氧化环化-双烯硼化,以及最后醛捕获,以高非对映选择性提供了三烯醇。该级联反应在温和的反应条件下发生,通过烯丙基硼中间体进行,并以立体选择性的方式被醛捕获。

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