Abstract
Two aziridine-containing pentofuranose derivatives were synthesized from d-arabinose and their ability to glycosylate alcohols was explored. The major products are those in which the newly formed glycosidic bond is cis to the aziridine moiety, although in all cases the stereoselectivity is modest. The analogous epoxides have been shown to be more highly stereoselective glycosyl donors. Differences in glycosylation stereoselectivity between the epoxide and aziridine-containing substrates was proposed to arise from steric hindrance between the alcohol acceptor and the nitrogen protecting group in the aziridine substrates.
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.
