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Communication | Regular issue | Vol 14, No. 5, 1980, pp.615-618
Published online, 1st January, 1970
DOI: 10.3987/R-1980-05-0615
Stereoselective Synthesis of dl-Prosafrinine and dl-Pseudocarpamic Acid

Mitsutaka Natsume* and Masashi Ogawa

*Research Foundation Itsuu Laboratory, 2-28-10 Tamagawa, Setagaya-ku, Tokyo 158, Japan

Abstract

The SnCl2-effected carbon-carbon bond formation of endo-peroxides was applied to alkyl substituted 1,2-dihydropyridines 1a-h to produce 3a-h and 4a-h, whose stereochemistry was clarified. Starting from 3e and 4e, piperidine alkaloids, prosafrinine and pseudocarpamic acid were synthesized in racemic forms.