A synthesis of carbasugar-sugar pseudodisaccharides via a cycloaddition-cycloreversion reaction of 2H-pyran-2-ones.
Cycloaddition of 3-carbomethoxy-2H-pyran-2-one to a vinylated sugar followed by the loss of bridging CO(2) from the cycloadduct affords a cyclohexadiene which can be manipulated to a carbasugar-sugar pseudodisaccharide.
Institute of Cancer Therapeutics, University of Bradford, Richmond Road, Bradford BD7 1DP, United Kingdom. k.afarinkia@bradford.ac.uk
Kamyar
K
Afarinkia
Mohamed
M
Haji Abdullahi
Ian J
IJ
Scowen
D054329:Carbasugars / Q000737:chemistry*; D003500:Cyclization; D004187:Disaccharides / Q000138:chemical synthesis*; D006859:Hydrogen / Q000737:chemistry*; D015394:Molecular Structure; D011714:Pyrans / Q000737:chemistry*
D054329:Carbasugars; D004187:Disaccharides; D011714:Pyrans; D006859:Hydrogen