Abstract
The synthesis of carbacyclin analogues I based on the introduction of an α-chain to a suitable substituted bicyclo[3.3.0]octan-3-one derivative like 5 by a Wittig reaction leads generally to nearly 1:1-mixtures of E/Z-isomers. This lack of selectivity will change dramatically, if an acidic sulfonamide in the bicyclic framework is present. The observed Z-selectivity can be explained by an interaction of charges of the deprotonated sulfonamide and the electrophilic phosphorous atom in the Wittig reagent.
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 callDisclaimer: 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.
