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Paper | Regular issue | Vol 36, No. 11, 1993, pp.2523-2530
Published online, 1st January, 1970
DOI: 10.3987/COM-93-6477
Cleavage of the C-20 Ethylidene Side-Chain of Deformyl-Z- and Deformyl-E-geissoschizine Derivatives Utilizing the Modified Polonovski Reaction

Mauri Lounasmaa,* Reija Jokela, Minna Halonen, and Jari Miettinen

*Laboratory for Organic and Bioorganic Chemistry, Technical University of Helsinki, P.O. Box 6100, SF-02150 HUT Espoo, Finland


Cleavage of the C-20 ethylidene side-chain of deformyl-Z-geissoschizine (1) and deformyl-E-geissoschizine (2), and their Na-Boc derivatives (11) and (12), utilizing the modified Polonovski reaction, is described. Mechanistic considerations are presented.