General synthesis of polyunsaturated fatty acid hydroperoxides involving a novel vinylcyclopropyl bromide ring opening

…, CB Ziegler Jr, FF Khouri, DH Roberts

文献索引：Porter, N. A.; Ziegler, C. B.; Khouri, F. F.; Roberts, D. H. Journal of Organic Chemistry, 1985 , vol. 50, # 13 p. 2252 - 2258

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被引用次数: 21

摘要

A variety of 18-and 20-carbon polyunsaturated fatty acid hydroperoxides were synthesized via an orbital symmetry controlled ring opening of vinylcyclopropyl bromides. Six 20-carbon vinylcyclopropyl bromides (20-25) were synthesized by a route starting from 2-ethoxy-A3s- dihydropyran(3) and an 18carbon vinylcyclopropyl bromide by a route starting from propargyl alcohol. All six vinylcyclopropyl bromides underwent facile Ag+-assisted ring ...