Abstract
Allyl 2- O-benzoyl-4, 6- O-benzylidene-α-n-glucopyranoside ( 3), obtained by selective benzoylation of allyl 4,6- O-benzylidene-α- d-glucopyranoside ( 2) with benzoyl chloride- imidazole in anhydrous chloroform, reacted with 2, 3, 4-tri- O-benzoyl-α- l-rhamnopyranosyl bromide to give a disaccharide derivative ( 4), and an important intermediate ( 5) was obtained by cleavage of its acetal. Treatment of 5 with a series of glycopyranosyl bromides, protected by acetyl or benzoyl groups in benzene-nitromethane in the presence of Hg(CN) 2 as a catalyst afforded four trisaccharides ( 6-9). The disaccharide ( 5) and trisaccharides ( 6-9) constitute the sugar cores of phenylpropanoid glycosides. A new glycosyl anomeric leaving group, trichloroacetoxy, was employed to prepare the disaccharide ( 4) and trisaccharides residue ( 8) efficiently and with high stereoselectivity.
Sign-in/Register to access full text options 
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.
