Chemistry–A European Journal

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?? …

G Bose, E Ullah, P Langer

Index: Bose, Gopal; Ullah, Ehsan; Langer, Peter Chemistry - A European Journal, 2004 , vol. 10, # 23 p. 6015 - 6028

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Citation Number: 13

Abstract

Abstract The [3+ 3] cyclization of 1, 3-bis-silyl enol ethers with 1, 1-diacylcyclopentanes allows a convenient synthesis of spiro [5.4] decenones. Treatment of these compounds with trifluoroacetic acid (TFA) afforded a great variety of bicyclo [4.4. 0] deca-1, 4-dien-3-ones containing an angular alkyl group. This core structure occurs in a number of pharmacologically relevant natural products. Abstract Die [3+ 3] Cyclisierung von 1, 3-Bis- ...