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Paper | Special issue | Vol 39, No. 2, 1994, pp.591-602
Published online, 1st January, 1970
DOI: 10.3987/COM-94-S(B)51
Synthesis of Optically Pure 1,4-Dihydropyridine Derivatives by Means of Diastereoisomeric Separation of the Hantzsch Intermediates Bearing (R)-1-Phenylethylamino Group

Yoshiyuki Kosugi,* Masanori Hori, and Tatsuo Nagasaka

*Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan


Hantzsch intermediates, which were obtained by Michael addition reaction of benzylideneacetoacetates with the enamino esters bearing (R)-1-phenylethylamino group as a chiral auxiliary, were separated into two diastereoisomeric mixtures. Each of them underwent cyclization reaction to give optically pure 1,4-dihydropyridine derivatives.