Journal of the American Chemical Society p. 5787 - 5792 (1989)
Update date:2022-07-29
Topics:
Clennan, Edward L.
Chen, Xiangning
The reactions of singlet oxygen with 1-<(4-methylphenyl)sulfinyl>-2,3-dimethyl-2-butene (6), 1-<(4-methylphenyl)sulfonyl>-2,3-dimethyl-2-butene (7), and 2,3-dimethyl-2-butenyl p-methylphenyl sulfide (8) have been examined.The formation of transient intermediates and products in the reaction of 8 have been followed as a function of extent of reaction and a remarkable diastereoselective reaction has been uncovered.The implications of this discovery for the mechanism of sulfide oxidation is discussed.
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