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Paper | Special issue | Vol 59, No. 2, 2003, pp.605-611
Published online, 1st January, 1970
DOI: 10.3987/COM-02-S59
Rhodium-catalyzed Asymmetric 1,4-Addition of 3-Thiopheneboronic Acid to α,β-Unsaturated Carbonyl Compounds

Kazuhiro Yoshida and Tamio Hayashi*

*Department of Chemistry, Gradauate Schol of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan

Abstract

Asymmetric 1,4-addition of 3-thiopheneboronic acid to α,β-unsaturated carbonyl compounds proceeded with high enantioselectivity in the presence of 3 mol% (Rh) of [Rh(OH)((S)-binap)]2 in dioxane/H2O (10/1) at 40 °C to give the corresponding optically active β-(3-thienyl) carbonyl compounds of over 94% ee.