Tetrahedron

Highly reactive sulfinates. The synthesis, solvolysis and rearrangement of benzyl trichloromethanesulfinates

S Braverman, Y Duar

文献索引：Braverman, Samuel; Duar, Ytzhak Tetrahedron, 1990 , vol. 46, # 8 p. 2975 - 2990

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被引用次数: 12

摘要

Benzyl trichloromethanesulfinates are easily obtained by oxidation of the corresponding sulfenates, in excellent yields. Examination of their reactivity revealed some unique features. In contrast to benzyl arenesulfinates which undergo solvolysis with complete SO bond fission, these esters undergo solvolysis with exclusive CO bond fission, and with a rate enhancement by a factor of 6 powers of ten, comparable to benzyl tosylates. Similarly, ...