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Communication | Special issue | Vol 47, No. 2, 1998, pp.655-659
Published online, 1st January, 1970
DOI: 10.3987/COM-97-S(N)88
A Facile Aldol-Isomerization Route to 3-Alkyldihydropyridinone with a Chiral Azocine Ring

Yasuhiro Torisawa, Than Soe, Chiaki Katoh, Yumiko Motohashi, Atsushi Nishida, Tohru Hino, and Masako Nakagawa*

*Faculty of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan

Abstract

An efficienf profocol was devised for the synthesis of the chiral dihydropyridinone derivative (19), which involves an aldol-type coupling reaction between N-alkylpiperidin-2-one and Garner aldehyde followed by silane-Rh-mediated olefin isomerization.