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

Canadian Science Publishing - Tập 56 Số 19 - Trang 2560-2566 - 1978
James P. Kutney1, John Balsevich1, Toshio Honda1, Ping-Huang Liao1, Herman P. M. Thieelier, Brian R. Worth1
1Department of Clzernistv, Unit'ersity ofBritish Columbia, 2075 Wesbvook Place, Varzcorrvzr, B.C., Canada

Tóm tắt

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.

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