A rapid synthesis of the biotin core through a tandem Michael reaction.
A biotin core has been assembled in a short and efficient sequence utilizing a tandem intramolecular Michael reaction/fragmentation/Michael reaction from vinyl sulfoxide and sulfone alcohols (12 and 13).
Oh
Kyungsoo
K
Department of Chemistry and Chemical Biology, Indiana University Purdue Univeristy Indianapolis, Indianapolis, Indiana 46202, USA. oh@chem.iupui.edu
D000438:Alcohols / Q000737:chemistry; D001710:Biotin / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013450:Sulfones / Q000737:chemistry; D013454:Sulfoxides / Q000737:chemistry; D013876:Thiophenes / Q000737:chemistry; D014753:Vinyl Compounds / Q000737:chemistry
D000438:Alcohols; D013450:Sulfones; D013454:Sulfoxides; D013876:Thiophenes; D014753:Vinyl Compounds; D001710:Biotin