Reactions of epoxides—IX

作者: J.W. Blunt , M.P. Hartshorn , D.N. Kirk

DOI: 10.1016/S0040-4020(01)99438-4

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摘要: Abstract The 3,3-ethylenedioxy-6α-methyl-5β,6β-epoxide (I) undergoes a novel ring A cleavage reaction with boron trifluoride. 5α,6α-epoxide (IV) gives the expected A-homo-B-nor-4a-ketone, which further reactions involving ketal group. 6α-hydrogen-5β,6β-epoxide (XIIIa) rearranges to give mainly 5α-6-ketonic products, together 6% of A-seco-diene (XV). Mechanisms are suggested for these various reactions.

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