Total synthesis of prostaglandin-F2α, and the 9-O-benzyl derivatives of prostaglandins-F2α, -F1α, -D2, and -D1
- 1 January 1981
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 2,p. 646-652
- https://doi.org/10.1039/p19810000646
Abstract
As an extension of the method whereby prostaglandin-F2α may be prepared by homoconjugate addition of an organocuprate reagent to the 3-endo-silyloxytricyclo[3.2.0.0.2,7]heptan-6-one (3), 3-endo-benzyloxytricyclo-[3.2.0.02,7]heptan-6-one (4) has been used to give the prostaglandin intermediate (14), in which the three hydroxy-functions at C-9, C-11, and C-15 are fully differentiated. Unmasking of the C-9 hydroxy-group gives the 15-silylated PG–F2α(15). The novel 9-O-benzyl derivatives of prostaglandin 5-F2α, -F1α, -D2, and -D1 were also prepared from (14) as possible antagonists of the natural compounds.This publication has 0 references indexed in Scilit: