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Communication | Special issue | Vol 7, No. 1, 1977, pp.149-154
Published online, 1st January, 1970
DOI: 10.3987/S-1977-01-0149
A New Synthetic Route to Indoliquinolizidine Alkaloids

Tozo Fujii,* Shuigeyuki Yoshifuji, and Harue Ito

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan

Abstract

Syntheses of 1-[2-(3-indolyl)ethyl]-2-piperidone (Va) dl-trans-1-[2-(3-indolyl)ethyl]-5-ethyl-2-oxo-4-piperidineacetate (Vb) from the lactams 1a,b have been accomplished in acceptable overall yields through the lactim ethers IIa,b, the lactam ketones IIIa,b, and the lactam alcohols IVa,b, concluding formally the total syntheses of 1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine (VIa), dl-dihydrocorynantheine (VId), and related alkaloids (VIc,e).