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Communication | Special issue | Vol 52, No. 1, 2000, pp.95-97
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S24
Enantioselective Conjugate Addition of Organometallic Reagents to Cycloalkenones by the Aid of Chiral Lactam-Phosphine Ligand

Kiyoshi Tomioka* and Yuichi Nakagawa

*Graduate School of Pharmaceutical Sciences, Kyoto University, 46-29 Yoshida-shimoadachi-machi, Sakyo-ku, Kyoto 606-8501, Japan


The chiral lactam-phosphine ligand and copper salt mediated asymmetric conjugate addition reaction of butylmagnesium chloride and diethylzinc with cycloalkenones. Among phosphines examined, 5-((diphenyl-phosphino)methyl)-3,3-dimethylpyrrolidin-2-one (1) gave rise to good selectivity and high yield.