O-Isopropylidenation of carbohydrates catalyzed by vanadyl triflate.
Vanadyl triflate has been identified as a mild and efficient catalyst for the chemoselective O-isopropylidenation of functionalized carbohydrates with acetone and acetone equivalents. The current protocol is compatible with a diverse array of protecting groups and the products can be readily isolated by simple aqueous wash.
Lin
Chun-Cheng
CC
Institute of Chemistry and Genomic Research Center, Academia Sinica, Taipei, Taiwan. cclin@chem.sinica.edu.tw
Jan
Mi-Dan
MD
Weng
Shiue-Shien
SS
Lin
Chang-Ching
CC
Chen
Chien-Tien
CT
D000096:Acetone / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry*; D002384:Catalysis; D006027:Glycosides / Q000138:chemical synthesis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D014638:Vanadates / Q000737:chemistry*
D002241:Carbohydrates; D006027:Glycosides; D008698:Mesylates; C510339:vanadyl triflate; D000096:Acetone; D014638:Vanadates