Organo-zinc Promoted Diastereoselective C-Arylation of 1,2-Anhydrosugars from Arylboronic Acids.
α-C-arylglycosides can be obtained through the addition of aryl zinc reagents to sugar epoxides. The required aryl zinc nucleophiles can be easily obtained from the corresponding boronic acids by B-Zn exchange and attack sugar 1,2 epoxides in a highly diastereoselective fashion to generate 1,2-cis-α-hexapyranosyl aryl glycosides under ligand- and base-free conditions.
Academy of Scientific and Innovative Research (AcSIR), Indian Institute of Integrative Medicine (IIIM-CSIR), NPC-Division, Jammu-180001, India.
Madhu Babu
MB
Tatina
Academy of Scientific and Innovative Research (AcSIR), Indian Institute of Integrative Medicine (IIIM-CSIR), NPC-Division, Jammu-180001, India.
Anil Kumar
AK
Kusunuru
Academy of Scientific and Innovative Research (AcSIR), Indian Institute of Integrative Medicine (IIIM-CSIR), NPC-Division, Jammu-180001, India.
Debaraj
D
Mukherjee
D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D015032:Zinc / Q000737:chemistry*
D001897:Boronic Acids; D006027:Glycosides; D015032:Zinc