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钯催化的酚和醇的烯烃碳羧化反应在碳环合成中的应用。

Palladium-Catalyzed Alkene Carboalkoxylation Reactions of Phenols and Alcohols for the Synthesis of Carbocycles.

机构信息

Department of Chemistry, University of Michigan , 930 North University Avenue, Ann Arbor, Michigan 48109-1055, United States.

出版信息

Org Lett. 2017 Aug 18;19(16):4311-4314. doi: 10.1021/acs.orglett.7b01975. Epub 2017 Aug 8.

Abstract

Intermolecular alkene difunctionalization reactions between terminal alkenes bearing a pendant aryl or alkenyl triflate electrophile and exogenous alcohol or phenol nucleophiles are described. These transformations afford substituted indanyl or alkylidenecyclopentyl ethers in high yield with excellent diastereoselectivity. The transformations proceed through intermolecular capture of an intermediate [Pd(II)-alkene][OTf] complex by the alcohol or phenol nucleophile.

摘要

本文描述了末端烯烃上带有芳基或烯基三氟甲磺酸酯离去基团的烯烃与外源性醇或酚亲核试剂之间的分子间烯烃双官能化反应。这些转化以高产率和优异的非对映选择性得到取代的茚满基或亚烷基环戊基醚。这些转化通过醇或酚亲核试剂对 [Pd(II)-烯烃][OTf] 配合物的中间体进行分子间捕获进行。

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