Journal
DALTON TRANSACTIONS
Volume 50, Issue 15, Pages 5154-5160Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1dt00080b
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A computational mechanistic study aimed to rationalize the experimental counterion- and solvent-dependent reactivity in the gold(I)-catalyzed Meyer-Schuster rearrangement of 1-phenyl-2-propyn-1-ol, revealing the unexpected formation of a gold-oxetene intermediate through commonly unfavorable 4-endo-dig cyclization triggered by the counterion in low polarity solvents.
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 intermediate via commonly unfavorable 4-endo-dig cyclization triggered by the counterion in low polarity solvents.
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