Tetrahedron Letters p. 4661 - 4664 (1995)
Update date:2022-08-03
Topics:
Mgani, Quintino A.
Klunder, Antonius J. H.
Nkunya, Mayunga H. H.
Zwanenburg, Binne
Effective syntheses of conduritols-F and A have been accomplished starting from cyclopentadiene/benzoquinone adduct 6.Key intermediates are tricyclic acetates 9 and 15 which, when subjected to flash vacuum thermolysis, afford epoxycyclohexene diacetate 10 and cyclohexadiene diacetate 17, respectively.Conduritol-F is obtained from 10 by hydrolysis while conduritol-A is produced from 17 by osmylation.In both cases the final step involves removal of the acetate groups by amidation with ammonia.
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Doi:10.1002/recl.19951140607
(1995)Doi:10.1039/P19950002025
(1995)Doi:10.1002/recl.19951140605
(1995)Doi:10.1071/CH9951625
(1995)Doi:10.1080/00397919508011464
(1995)Doi:10.1016/0040-4020(95)00698-8
(1995)