Abstract
The presence of an epoxide at the 4,5-position of a steroid accelerates the hydrolysis of an acetate group at the 3β- or 6β-positions. This effect is also observed for a 1α-acetoxy-2β,3β-epoxide. A suitable fixed dipole–dipole orientation between the ester group and the adjacent polar group may be an important factor in the rate acceleration, since this neighbouring effect does not occur when a non-rigid side chain is present. Fluorine or bromine substitution at the 5α-position also enhances the rate of hydrolysis of a 6β-acetoxy-group.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Journal of the Chemical Society, Perkin Transactions 1
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
