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Communication | Regular issue | Vol 4, No. 11, 1976, pp.1777-1782
Published online, 1st January, 1970
DOI: 10.3987/R-1976-11-1777
Studies on the Synthesis of Bisindole Alkaloids. VII. Stereochemistry and Alternative Total Synthesis of Leurosine

James P. Kutney* and Brian R. Worth

*Department of Chemisry, University of British Columbia, Vancouver 8, V5T 1W5 , Canada

Abstract

Polonovski-type coupling between 3β,4β-epoxy-3,4-dihydrocatharanthine-N-oxide and vindoline provides an alternative route to the anti-tumor agent leurosine. The previously questioned stereochemistry of the oxirane function of this bisindole alkaloid is determined unambiguously.