With the aim of rationalizing the experimental counterion- and solvent-dependent reactivity in the gold(i)-catalyzed Meyer-Schuster rearrangement of 1-phenyl-2-propyn-1-ol, a computational mechanistic study unraveled the unexpected formation of a gold-oxetene intermediateviacommonly unfavorable 4-endo-digcyclization triggered by the counterion in low polarity solvents.
The mechanism of the gold(i)-catalyzed Meyer-Schuster rearrangement of 1-phenyl-2-propyn-1-ol via4-endo-dig cyclization
Segato J.Primo
;Del Zotto A.;Zuccaccia D.
;
2021-01-01
Abstract
With the aim of rationalizing the experimental counterion- and solvent-dependent reactivity in the gold(i)-catalyzed Meyer-Schuster rearrangement of 1-phenyl-2-propyn-1-ol, a computational mechanistic study unraveled the unexpected formation of a gold-oxetene intermediateviacommonly unfavorable 4-endo-digcyclization triggered by the counterion in low polarity solvents.File in questo prodotto:
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