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Regio- and enantioselective ring-opening reaction of vinylcyclopropanes with indoles under cooperative catalysis

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Abstract

The title reaction has been established under the cooperative bimetallic catalysis of iridium and copper catalysts, which afforded indole C3-allylation products with branched selectivity in moderate yields (up to 78%) and good enantioselectivities (up to 97 : 3 er). This reaction not only represents the first catalytic asymmetric ring-opening reaction of vinylcyclopropanes with C3-unsubstituted indoles, but also has provided an atom-economic and straightforward method for the synthesis of C3-allylic indoles with high regio- and enantioselectivity.

Graphical abstract: Regio- and enantioselective ring-opening reaction of vinylcyclopropanes with indoles under cooperative catalysis

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Article information


Submitted
15 Jun 2020
Accepted
15 Aug 2020
First published
17 Aug 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Regio- and enantioselective ring-opening reaction of vinylcyclopropanes with indoles under cooperative catalysis

X. Wan, M. Sun, J. Wang, L. Yu, Q. Wu, Y. Zhang and F. Shi, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QO00699H

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