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Paper | Special issue | Vol 42, No. 1, 1996, pp.347-358
Published online, 1st January, 1970
DOI: 10.3987/COM-95-S44
Asymmetric Pictet-Spengler Reaction Using α-Methylbenzylamine as a Chiral Auxiliary Group

Than Soe, Tomohiko Kawate, Naoko Fukui, Tohru Hino, and Masako Nakagawa

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

Abstract

The Pictet-Spengler reaction of chiral N-(β-3-indolyl)ethyl-α-methylbenzylamine with aldehydes in the presence of acids in refluxing benzene provided 1-substituted tetrahydro-β-carbolines (~72 % de).