Diastereoselectivity in the epoxidation of substituted cyclohexenes by dimethyldioxirane1, 2

…, M Singh, BL Williams, HM Moncrieff

文献索引：Murray, Robert W.; Singh, Megh; Williams, Brian L.; Moncrieff, Hazel M. Journal of Organic Chemistry, 1996 , vol. 61, # 5 p. 1830 - 1841

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被引用次数: 82

摘要

Three series of compounds based on the cyclohexene framework have been epoxidized by dimethyldioxirane. A pronounced dependence of epoxide diastereoselectivity on substituent has been observed. In addition there is a solvent influence on this stereoselectivity. The results have been explained by invoking steric, H-bonding, and dipole-dipole influences on the epoxide stereochemistry.