Tetrahedron Letters p. 6207 - 6210 (1998)
Update date:2022-08-03
Topics: Product Formation Nucleophilic Attack
Ochiai, Masahito
Kida, Michio
Okuyama, Tadashi
The ratios of nucleophilic substitution versus [3,3] sigmatropic rearrangement for the collapse of allenyl(aryl)-iodine(III), generated from the reaction of aryliodanes with propargylsilanes in the presence of BF3- Et2O in alcohols, were determined. A proposed mechanism involves generation of propargyl cations from the allenyliodine(III) via a unimolecular pathway.
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