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Paper | Regular issue | Vol 24, No. 2, 1986, pp.423-428
Published online, 1st January, 1970
DOI: 10.3987/R-1986-02-0423
The Synthesis of 5‘-Alkylnicotines

Makoto Shibagaki,* Hajime Matsushita, and Hajime Kaneko

*Life Science Research Laboratory, Japan Tobacco Inc., 6-2, Umegaoka, Midori-ku, Yokohama, Kanagawa 227-8512, Japan

Abstract

The reaction of cotinine(2) with alkyl lithium followed by the reduction with NaBH3CN in acidic methanol gave cis and trans-5’-alkylnicotines(3 and 4). The stereochemistry of the products was discussed.