Synthesis of Spiro[5.4]decenones and Their Transformation into Bicyclo[4.4]deca‐1,4‐dien‐3‐ones by Domino “Elimination– Double‐Wagner–Meerwein‐Rearrangement” Reactions

作者: Gopal Bose , Ehsan Ullah , Peter Langer

DOI: 10.1002/CHEM.200400707

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摘要: The [3+3] cyclization of 1,3-bis-silyl enol ethers with 1,1-diacylcyclopentanes allows a convenient synthesis spiro[5.4]decenones. Treatment these compounds trifluoroacetic acid (TFA) afforded great variety bicyclo[4.4.0]deca-1,4-dien-3-ones containing an angular alkyl group. This core structure occurs in number pharmacologically relevant natural products.

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