Issue 16, 2021

Co(iii)-Catalyzed stereospecific synthesis of (E)-homoallylic alcohols with 4-vinyl-1,3-dioxan-2-ones: late-stage C–H homoallylation of indole derivatives

Abstract

An unprecedented Co(III)-catalyzed stereoselective C–H homoallylation reaction of indole derivatives with 4-vinyl-1,3-dioxan-2-ones to access (E)-homoallylic alcohols has been developed. This protocol features mild reaction conditions, high efficiency, good yields, excellent stereoselectivity, and a broad tolerance towards a variety of functional groups. Notably, the reaction provides a powerful approach for the late-stage C–H homoallylation of indole-based substrates, including bioactive indole derivatives and pharmaceutically relevant indole-containing molecules.

Graphical abstract: Co(iii)-Catalyzed stereospecific synthesis of (E)-homoallylic alcohols with 4-vinyl-1,3-dioxan-2-ones: late-stage C–H homoallylation of indole derivatives

Supplementary files

Article information

Article type
Research Article
Submitted
07 Apr 2021
Accepted
09 Jun 2021
First published
10 Jun 2021

Org. Chem. Front., 2021,8, 4459-4465

Co(III)-Catalyzed stereospecific synthesis of (E)-homoallylic alcohols with 4-vinyl-1,3-dioxan-2-ones: late-stage C–H homoallylation of indole derivatives

H. Hu, W. Xu, W. Kang, W. Sun, R. Sun, X. Wei and M. Sun, Org. Chem. Front., 2021, 8, 4459 DOI: 10.1039/D1QO00529D

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