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Communication | Regular issue | Vol 48, No. 12, 1998, pp.2473-2476
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8329
Stereoselective Intermolecular Hydride Shift Mechanism of the New Reduction of Benzylic Alcohols with Acid

Masaru Kihara,* Junichi Andoh, and Chiaki Yoshida

*Pharmaceutical Sciences, Graduate of School, University of Tokushima, Sho-machi, Tokushima 770-8505, Japan

Abstract

A stereoselective intermolecular hydride shift mechanism of the new reduction reaction of the benzylic hydroxy group of 4-hydroxy-4-phenyl-1,2,3,4-tetrahydroisoquinoline (1) to the corresponding alkane (2) with acid was proved by reaction of the deuterated derivatives (5 and 6) of 1.