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Paper | Regular issue | Vol 38, No. 7, 1994, pp.1609-1618
Published online, 1st January, 1970
DOI: 10.3987/COM-94-6733
Hydroisoquinoline Ring Construction via the Diels-Alder Reaction of Arecolone-derived Enole Silyl Ethers

Jian Ma, Masako Nakagawa,* Yasuhiro Torisawa, and Tohru Hino

*Faculty of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan

Abstract

Diels-Alder reaction of the arecolone-derived siloxydienes (7, 14) was described. the hexahydroisoquinoline derivatives (21, 22, 23) were prepared from the reaction of 14 with methyl propiolate followed by Michael addition to the amido acrylates (18, 19, 20).