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Communication | Special issue | Vol 76, No. 1, 2008, pp.197-202
Published online, 17th April, 2008
DOI: 10.3987/COM-08-S(N)39
Palladium-Catalyzed Asymmetric Intramolecular Metallo-Ene Reaction Using Monodentate Phosphines, 9-PBN and 9-NapBN

Osamu Hara, Hiroshi Fujino, Kazuishi Makino, and Yasumasa Hamada*

*Graduate School of Pharmaceutical Sciences, Chiba University, Yayoi-cho, Inage-ku, Chiba, 263-8522, Japan

Abstract

The palladium-catalyzed asymmetric intramolecular metallo-ene reaction of the type I substrate using 9-PBN and 9-NapBN smoothly takes place in the presence of B(OAc)3 and/or NaBF4 at room temperature to afford the products with up to 51%ee, the best value in this area.