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Chemistry of dioxiranes. 18. Deuterium isotope effects in the reaction of 4, 4-dimethyldihydropyran with dimethyldioxirane

RW Murray, DL Shiang, M Singh

文献索引:Murray, Robert W.; Shiang, Dawn L.; Singh, Megh Journal of Organic Chemistry, 1991 , vol. 56, # 11 p. 3677 - 3682

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被引用次数: 19

摘要

Measured secondary deuterium isotope effects indicate that there is a greater degree of rehybridization at the B position (Bcarbon) than at the a position (6-carbon) in the transition state leading to epoxide. The results are compared to those reported earlier in which 2 was oxidized by singlet oxygen to give the dioxetane.