Issue 22, 2021

Bifunctional amino sulfonamide-catalyzed asymmetric conjugate addition to alkenyl alkynyl ketimines as enone surrogates

Abstract

A bifunctional amino sulfonamide-catalyzed asymmetric conjugate addition of aldehydes to alkenyl alkynyl ketimines as reactive surrogates for enones has been developed. Use of a phenylcyclopropane-based amino sulfonamide catalyst, which can activate and orient the ketimines through hydrogen bonding, affords the desired conjugate adducts with high chemo-, diastereo- and enantioselectivity.

Graphical abstract: Bifunctional amino sulfonamide-catalyzed asymmetric conjugate addition to alkenyl alkynyl ketimines as enone surrogates

Supplementary files

Article information

Article type
Communication
Submitted
02 Dec 2020
Accepted
09 Feb 2021
First published
10 Feb 2021

Chem. Commun., 2021,57, 2808-2811

Bifunctional amino sulfonamide-catalyzed asymmetric conjugate addition to alkenyl alkynyl ketimines as enone surrogates

C. Homma, T. Kano and K. Maruoka, Chem. Commun., 2021, 57, 2808 DOI: 10.1039/D0CC07842E

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