The Journal of Organic Chemistry

An intramolecular bromonium to thiiranium ion rearrangement

JM Bland, CH Stammer

Index: Bland, John M.; Stammer, Charles H. Journal of Organic Chemistry, 1983 , vol. 48, # 23 p. 4393 - 4394

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Citation Number: 23

Abstract

In connection with our synthetic program, we had occasion to carry out the bromination of methyl allyl sulfide (1) at 0 OC in CC14 solution with the intention of obtaining the unsymmetrical dibromide 2. It was immediately clear from the'H NMR spectrum of the product that 2 was not formed and that the symmetrical structure 3 best accommodated the spectroscopic evidence. A 13C spectrum of the product showed only three peaks (Table I), ...