Diastereoselectivity in the epoxidation of substituted cyclohexenes by dimethyldioxirane
Journal Article
·
· Journal of Organic Chemistry
- Univ. of Missouri, St. Louis, MO (United States)
Three series of compounds based on the cyclohexene framework have been epoxidized by dimethyldioxirane. A pronounced dependence of epoxide disasteroselectivity 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. 1 fig., 3 tabs.
- DOE Contract Number:
- FG02-92CH10499
- OSTI ID:
- 458674
- Journal Information:
- Journal of Organic Chemistry, Journal Name: Journal of Organic Chemistry Journal Issue: 5 Vol. 61; ISSN 0022-3263; ISSN JOCEAH
- Country of Publication:
- United States
- Language:
- English
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