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Copper-Catalyzed Regiodivergent Internal Allylic Alkylations

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Title
Copper-Catalyzed Regiodivergent Internal Allylic Alkylations
Author(s)
Manna, Madhu Sudan; Seok Yeol Yoo; Sharique, Mohammed; Hyoju Choi; Bimal Pudasaini; Mu-Hyun Baik; Tambar, Uttam K.
Publication Date
2023-08
Journal
Angewandte Chemie - International Edition, v.62, no.35
Publisher
John Wiley and Sons Inc
Abstract
We report a copper-catalyzed, regioselective, and stereospecific alkylation of unbiased internal allylic carbonates with functionalized alkyl and aryl Grignard reagents. The reactions exhibit high stereospecificity and regioselectivity for either SN2 or SN2′ products under two sets of copper-catalyzed conditions, which enables the preparation of a broad range of products with E-alkene selectivity. Density functional theory calculations reveal the origins of the regioselectivity based on the different behaviors of homo- and heterocuprates. © 2023 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.
URI
https://pr.ibs.re.kr/handle/8788114/13927
DOI
10.1002/anie.202304848
ISSN
1433-7851
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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