Stereoselective conjugate addition of ketones to alkylidene malonates using thiourea-sulfonamide organocatalyst
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Updated: Feb 5, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Masahiro Kawada1, Kosuke Nakashima1, Shin-Ichi Hirashima1
1School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, Hachioji, Japan.
Abstract:
In this study, stereoselective conjugate addition of ketones to alkylidene malonates using organocatalyst has been developed. The reaction in the presence of 20 mol% of a novel thiourea-sulfonamide organocatalyst afforded conjugate adducts in moderate to high yields (up to 81%) under mild reaction conditions. Excellent diastereoselectivity (up to 98:2 dr) and enantioselectivity (up to 88% ee) were achieved.
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