Conversion of allyl alcohols to dienes by sulfoxide and selenoxide syn elimination. Synthesis of PCB arene oxides

HJ Reich, IL Reich, S Wollowitz

文献索引：Reich,H.J. et al. Journal of the American Chemical Society, 1978 , vol. 100, # 18 p. 5981 - 5982

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被引用次数: 26

摘要

2a (65% yield). The reaction must proceed by [2, 3]-sigmatropic rearrangement of selenenate ester 3 to the allyl selenoxide 4, which fragments to diene.'There are several reported examples of allyl selenoxide to selenenate rearrangement^,^,^ but this is the first demonstration of the allyl selenenate to selenoxide conversion.