Title

Brønsted Acid Catalyzed α′-Functionalization of Silylenol Ethers with Indoles

Document Type

Article

Publication Date

4-7-2015

Abstract

© 2015 Wiley-VCH Verlag GmbH & Co. KGaA. A new method which enables carbon-carbon bond formation at the α′-position of silylenol ethers by using catalytic amounts of pyridinium triflate is reported. This chemistry successfully produces, structurally challenging, highly substituted indole-containing silylenol ethers in excellent yields with complete regiocontrol, presumably through silyloxyallyl cation intermediates. Despite the use of Brønsted acid, the silylenol ether moiety does not undergo protodesilylation, thus underscoring the very mild reaction conditions.

Publication Source (Journal or Book title)

Angewandte Chemie - International Edition

First Page

4641

Last Page

4645

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