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Paper | Special issue | Vol 79, No. 1, 2009, pp.851-863
Published online, 3rd December, 2008
DOI: 10.3987/COM-08-S(D)54
Development of Cyclic Hydrazine and Hydrazide Type Organocatalyst Mechanistic Aspects of Cyclic Hydrazine/Hydrazide-Catalyzed Diels-Αlder Reactions

Ichiro Suzuki,* Ai Hirata, and Kei Takeda

*Divison of Medicinal Chemisry, Graduate School of Biomedical Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-ku, Hiroshima 734-8551, Japan

Abstract

Some hydrazines and hydrazides were prepared and screened for their catalytic efficiencies in Diels-Alder reactions. 1H-NMR studies and ab initio calculations revealed that catalytic efficiencies of these catalysts are greatly dependent on the release of the catalysts from the Diels-Alder adducts.