Liebigs Annalen Der Chemie

Chemie der Ginkgolide, IV. Herstellung von Ginkgolid B aus Ginkgolid C

K Weinges, H Schick

Index: Weinges, Klaus; Schick, Hartmut Liebigs Annalen der Chemie, 1991 , # 1 p. 81 - 83

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Citation Number: 15

Abstract

The reaction of ginkgolide C (3) with tert-butylchlorodiphenylsilane results exclusively in the formation of the 1-0-tertbutyldiphenylsilyl ether 5, which when treated with 0- phenylchlorothioformate leads to the 7-phenyloxythiocarbonyl derivative 6. The reduction of 6 with tributyltin hydride/AIBN yields the 1-0-tert-butyldiphenylsilyl ether 7 of ginkgolide B (2). Removal of the silyl protective group with tetrabutylammonium fluoride gives pure ...