60464-75-7Relevant articles and documents
Solvent Tuning of Diastereoselectivity in Dimethyldioxirane Epoxidation Reactions
Murray, Robert W.,Singh, Megh,Williams, Brian L.,Moncrieff, Hazel M.
, p. 2437 - 2440 (1995)
Diastereoselectivity in the epoxidation of cyclohex-2-en-1-ol shows a remarkable solvent dependence.In some solvent systems the substrate OH group apparently can provide a cis selectivity through H-bonding.
Diastereoselectivity in the epoxidation of substituted cyclohexenes by dimethyldioxirane
Murray, Robert W.,Singh, Megh,Williams, Brian L.,Moncrieff, Hazel M.
, p. 1830 - 1841 (2007/10/03)
Three series of compounds based on the cyclohexene framework have been epoxidized by dimetbyldioxirane. 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.