Catalytic Asymmetric Inverse‐Electron‐Demand Oxa‐Diels–Alder Reaction of In Situ Generated <i>ortho</i>‐Quinone Methides with 3‐Methyl‐2‐Vinylindoles

Zhao, Jiajia; Sun, Si‐Bing; He, Saihuan; Wu, Qiong; Shi, Feng

doi:10.1002/anie.201500215

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Catalytic Asymmetric Inverse‐Electron‐Demand Oxa‐Diels–Alder Reaction of In Situ Generated ortho‐Quinone Methides with 3‐Methyl‐2‐Vinylindoles

Published in Angewandte Chemie International Edition • Feb 18, 2015

Authors:

Jiajia Zhao

Si‐Bing Sun

Saihuan He

Abstract

The first catalytic asymmetric inverse-electron-demand (IED) oxa-Diels-Alder reaction of ortho-quinone methides, generated in situ from ortho-hydroxybenzyl alcohols, has been established. By selecting 3-methyl-2-vinylindoles as a class of competent dienophiles, this approach provides an efficient st...

Subject

Stereocenter

Catalysis

Quinone

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