Tetrahedron p. 3649 - 3656 (1999)
Update date:2022-08-30
Topics:
Procopiou, Panayiotis A.
Lynn, Sean M.
Roberts, Andrew D.
Treatment of 6α,9α-difluoro-11β,21-dihydroxy-3,20-dioxo-16α, 17α- isopropylidenedioxypregna-1,4-diene-21-yl acetate (fluocinonide acetonide) with trifluoromethanesulfonic anhydride in the presence of trimethylsilyl trifluoromethanesulfonate as catalyst gave the ketone 3 and furan 4 arising from cleavage of the C9-C10 bond and aromatisation of the A ring, and fluocinonide 5. The ketone 3 was shown to be an intermediate in the formation of furan 4.
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Doi:10.1021/ja01150a126
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(1994)Doi:10.1039/a903189h
(1999)Doi:10.1016/S0040-4039(03)00369-1
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(2021)Doi:10.1016/j.tetlet.2016.10.094
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