Total synthesis of indole and dihydroindole alkaloids. XVI. Derivatives of vinblastine and vincristine: change of functionality in the vindoline unit

JP Kutney, J Balsevich, T Honda…

Index: Kutney; Balsevich; Honda; et al. Canadian Journal of Chemistry, 1978 , vol. 56, # 19 p. 2560 - 2566

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Citation Number: 19

Abstract

Studies describing the preparation of various derivatives of vinblastine and vincristine are presented. Vindoline (3) is transformed into a series of derivatives and the latter via Polonovski-type coupling with catharanthine (2) provide the bisindole alkaloid derivatives of the vinblastine series. Selective Jones' oxidation transforms the vinblastine family into the corresponding vincristine derivatives.