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Tetrahedron letters

Chain-elongation and degradation of carboxylic acids by barton-ester based radical chemistry

DHR Barton, CY Chern, JC Jaszberenyi, T Shinada

文献索引:Barton, Derek H. R.; Chern, Ching-Yuh; Jaszberenyi, Joseph Cs.; Shinada, Tetsuro Tetrahedron Letters, 1993 , vol. 34, # 41 p. 6505 - 6508

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被引用次数: 5

摘要

Abstract The reaction of α-trifluoroacetoxy acrylates and acrylonitriles with carbon radicals formed from carboxylic acids gives adducts that can be transformed into vic-diols, esters, amides, and homoaldehydes in good to high yield. Aldoses can be smoothly degraded to the corresponding nor-or bis-nor compounds using radical chemistry.