Journal of Organic Chemistry p. 4741 - 4744 (1991)
Update date:2022-08-17
Topics:
Vasella, Andrea
Briner, Karin
Soundararajan, N.
Platz, Matthew S.
Laser flash photolysis of a glycosylidene-derived diazirine produces the corresponding carbene.The carbene can be intercepted with pyridine to form an ylide.The absolute rate constants for the reaction of the glycosylidene carbene with alcohols can be obtained by monitoring the absolute rate of formation of the pyridinium ylide.The kinetic data favors a mechanism involving a proton transfer from the alcohol to the carbene.
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