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Communication | Regular issue | Vol 1, No. 1, 1973, pp.31-34
Published online, 1st January, 1970
DOI: 10.3987/R-1973-01-0031
The Synthesis of (±)-Thalphenine, Thaliglucine and Thaliglucinone

Maurice Shamma* and Der-Yan Hwang

*Department of Chemistry, The Pennsylvania State University, University Park, PA 16802, U.S.A.

Abstract

Photolysis of the phenolic tetrahydrobenzylisoquinoline 11 yielded de-N-methylthalphenine (14). Quaternization with methyl iodide then afforded thalphenine iodide (rac. 1) which upon Hoffman elimination supplied thaliglucine (2).