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Paper | Special issue | Vol 76, No. 1, 2008, pp.305-311
Published online, 22nd February, 2008
DOI: 10.3987/COM-08-S(N)9
Synthesis of Chiral Tetrahydroisoquinoline-Derived β-Amino Alcohols and Their Application to Asymmetric Reaction

Yoshiyuki Hari, Masaki Sakuma, Ayako Miyakawa, Keiichiro Hatano, and Toyohiko Aoyama*

*Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanbe-dori, Mizuho, Nagoya 467-8603, Japan


Three chiral 1,2,3,4-tetrahydroisoquinoline-derived β-amino alcohols were synthesized by using the Ru-catalyzed asymmetric transfer hydrogenation of 6-methoxy-1-(2-methoxyphenyl)-3,4-dihydroisoquinoline as the key reaction. The ability of the synthesized β-amino alcohols as chiral ligands was evaluated in the addition of diethylzinc to benzaldehyde.