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Short Paper | Special issue | Vol 84, No. 2, 2012, pp.1209-1216
Published online, 8th June, 2011
DOI: 10.3987/COM-10-S(P)2
New Hydrazine-Based Organocatalyst for Asymmetric Diels-Alder Reaction of 1,2-Dihydropyridines

Yuko Okuyama, Kenichi Osone, Hiroto Nakano, and Mitsuhiro Takeshita*

*Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai 981-8558, Japan

Abstract

Chiral hydrazinoalcohol organocatalyst is designed and synthesized as a new organocatalyst for the enantioselective Diels-Alder reaction between 1,2-dihydropyridines and acrolein derivatives to produce an optical active isoquinuclidine derivative (up to 67% ee with up to 96% yield).