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Synthesis of 4-hydroxyestrogens from steroid 4,5-epoxides: thermal rearrangement of 4-chloro-4,5-epoxides

โœ Scribed by Majgier-Baranowska, Helena; Bridson, John N.; Marat, Kirk; Templeton, John F.


Book ID
119939351
Publisher
Royal Society of Chemistry
Year
1998
Weight
146 KB
Volume
12
Category
Article
ISSN
1472-7781

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Selective rearrangements of 4a,5-epoxide
โœ Steven P. Tanis; Yousef M. Abdallah; Paul G. Williard ๐Ÿ“‚ Article ๐Ÿ“… 1985 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 303 KB

g oxidation selectivity of a number of 4 r-dimethyl-1,2,3,4,6,8a-hexahydronapht alenes 4 were examined. Exposure of the isolated a-epoxides 7 provided excellent yields (79-92x) of rearranged fused indene-oxetanes 8. Treatment of dF\_epoxides 5 with BF3\* OEtz also yields oxetanes 6 and related alcoh