Diastereoselective hydroalkylation of aryl alkenes enabled by Remote hydride transfer

[摘要] Leveraging of 1,5-hydride shift enabled diastereoselective hydroalkylation of aryl alkenes, allowing for construction of consecutive vicinal stereogenic centers in a single process. The transformation is triggered by electrophilic alkylation of aryl alkenes with in situ generated carbocations, that is followed by diastereoselective 1,5-hydride shift to the resulting benzylic carbocation through a rigid 6-membered ring chair-like transition state. (C) 2020 Elsevier Ltd. All rights reserved.

[发布日期] 2020-12-18

[关键词] Hydride transfer;Hydroalkylation;1,2-Diastereoselectivity;Catalysis;Bronsted acid