Tetrahedron letters

New access to carbonyl ylides by the silicon-based 1, 3-elimination and their [3+ 2] cycloadditions to activated alkenes and alkynes: One-step synthesis of …

M Hojo, M Ohkuma, N Ishibashi, A Hosomi

Index: Hojo, Makoto; Ohkuma, Masakazu; Ishibashi, Naruyasu; Hosomi, Akira Tetrahedron Letters, 1993 , vol. 34, # 37 p. 5943 - 5946

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Citation Number: 23

Abstract

Abstract Simple aryl-substituted carbonyl ylides are generated by the silicon-based 1, 3- elimination of chloromethyl trimethylsilyl (α-aryl) methyl ethers promoted by flouride ion under mild and neutral conditions which provide an one-step synthesis of dihydrofurans and tetrahydrofurans via [3+ 2] cycloadditions to activated multiple π-bonds such as α, β- unsaturated alkenes and alkynes.