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Communication | Regular issue | Vol 16, No. 6, 1981, pp.921-924
Published online, 1st January, 1970
DOI: 10.3987/R-1981-06-0921
An Alternate Synthesis of a 2,8-Dioxo-1,7-cycloerythrinan, a Key Intermediate to Erythrinan Alkaloids of Dienoid-type

Yoshisuke Tsuda,* Yuki Sakai, Mari Kaneko, Kazuko Akiyama, and Kimiaki Isobe

*School of Pharmacy, Hokuriku University, 3-Ho, Kanagawa machi, Kanazawa 920-1181, Japan

Abstract

Starting from homoveratrylamine, 15,16-dimethoxy-2,8-dioxo-1,7-cycloerythrinan 1a, a key intermediate to erythrinan alkaloids of dienoid-type, was synthesized in 35% overall yield by 10 steps reactions including deethoxycarbonylation of a 6-ethoxycarbonylerythrinan derivative.