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Title: Diastereoselective hydroalkylation of aryl alkenes enabled by remote hydride transfer
Authors: Gandamana, Dhika Aditya
Gagosz, Fabien
Chiba, Shunsuke
Keywords: Science::Chemistry
Issue Date: 2020
Source: Gandamana, D. A., Gagosz, F. & Chiba, S. (2020). Diastereoselective hydroalkylation of aryl alkenes enabled by remote hydride transfer. Tetrahedron, 76(51), 131272-.
Project: RG2/18
Journal: Tetrahedron
Abstract: 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.
ISSN: 0040-4020
DOI: 10.1016/j.tet.2020.131272
Rights: © 2020 Elsevier Ltd. All rights reserved. This paper was published in Tetrahedron and is made available with permission of Elsevier Ltd.
Fulltext Permission: embargo_20221225
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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