Asymmetric thio-Michael/nucleophilic addition domino reaction with chiral N-sulfinimines |
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| Authors: | Kamimura Akio Okawa Hidenori Morisaki Yuki Ishikawa Shingo Uno Hidemitsu |
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| Institution: | Department of Applied Molecular Bioscience, Graduate School of Medicine, Yamaguchi University, Ube 755-8611, Japan. ak10@yamaguchi-u.ac.jp |
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| Abstract: | Optically active N-sulfinimines underwent stereoselective Michael/nucleophilic addition domino reaction triggered by magnesium thiolate to give alpha-phenylthiomethyl-beta-(N-sulfinylamino) esters in high diastereomeric excess. The adducts were readily converted into optically active alpha-methylene-beta-(N-sulfinylamino)esters so that this reaction provides a useful asymmetric aza-Baylis-Hillman-equivalent method. |
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