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Synlett 1998; 1998(6): 619-620
DOI: 10.1055/s-1998-1749
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Diastereoselective Michael Addition of Organolithium Reagents to Chiral α,β-Unsaturated Selenoamide

Toshiaki Murai* , Toshihiro Mori, Shinzi Kato
  • *Department of Chemistry, Faculty of Engineering, Gifu University, Yanagido, Gifu 501-1193, Japan; Fax 58 293 2610; E-mail: shinzi@apchem.gifu-u.ac.jp
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Publication Date:
31 December 2000 (online)

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The addition of organolithium reagents to chiral α,β-unsaturated selenoamide 1 selectively took place at the β-carbon atom to the selenocarbonyl group with high stereoselectivity. The stereochemistry of the product was determined by converting the product 4 into γ-butyrolactone 6.

chiral α,β-unsaturated selenoamide - diastereoselective Michael addition

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