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?

Organic Chemistry Frontiers Pub Date: 2021-06-10 DOI: 10.1039/D1QO00529D

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
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