Issue 2, 2021

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
15 Jun 2020
Accepted
15 Aug 2020
First published
17 Aug 2020

Org. Chem. Front., 2021,8, 212-223

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., 2021, 8, 212 DOI: 10.1039/D0QO00699H

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