Tetrahedron Letters

The reaction of photochemically generated α-hydroxyalkyl radicals with alkynes: a synthetic route to γ-butenolides

NWA Geraghty, EM Hernon

文献索引：Geraghty, Niall W.A.; Hernon, Elaine M. Tetrahedron Letters, 2009 , vol. 50, # 5 p. 570 - 573

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被引用次数: 9

摘要

The photomediated generation of α-hydroxyalkyl radicals from simple acyclic and cyclic alcohols, and acyclic diols, and their subsequent carbon-carbon bond forming reaction with propiolate esters and acetylenedicarboxylates, gives a mixture of a β-(hydroxyalkyl) enoate, the result of a formal cis addition, and the unsaturated lactone (γ-butenolide) resulting from the spontaneous cyclization of the corresponding trans addition product. Treatment of the ...