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Communication | Special issue | Vol 46, No. 1, 1997, pp.77-81
Published online, 1st January, 1970
DOI: 10.3987/COM-97-S27
Chiral β-Amino Sulfoxides as Chiral Ligands in Palladium-catalyzed Asymmetric Allylations

Kunio Hiroi* and Yoshio Suzuki

*Department of Synthetic Organic Chemistry, Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai 981-8558, Japan

Abstract

New chiral β-amino sulfoxide ligands bearing chiral sulfinyl functionality as a sole chiral source have been deviced and palladium-catalyzed asymmetric allylations of acetoacetate with these ligands have been examined. The highest enantioselectivity (50%) was observed with 5b. The participation of chual sulfinyl functionality to palladium catalysts is discussed on the basis of the stereochemical outcome obtained.