4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 57, Issue 22, Pages 2808-2811

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cc07842e

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Funding

  1. JSPS KAKENHI [JP26220803, JP18H01975, JP20H04815]

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A bifunctional amino sulfonamide-catalyzed asymmetric conjugate addition of aldehydes to alkenyl alkynyl ketimines has been developed, yielding the desired conjugate adducts with high chemo-, diastereo- and enantioselectivity.
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.

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