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Chiral primary amine mediated conjugate addition of branched aldehydes to vinyl sulfone: asymmetric generation of quaternary carbon centers†
Chemical Communications Pub Date : 01/21/2010 00:00:00 , DOI:10.1039/B919549A
Abstract

Novel L-threonine-derived bifunctional organic catalysts containing primary amine and sulfonamide groups were utilized to promote asymmetric conjugate addition of α,α-disubstitued aldehydes to 1,1-bis(benzenesulfonyl)ethylene. The adducts with quaternary stereogenic centers adjacent to an aldehyde group were obtained in high yield and with good enantioselectivity.

Graphical abstract: Chiral primary amine mediated conjugate addition of branched aldehydes to vinyl sulfone: asymmetric generation of quaternary carbon centers
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