Title: Regioselectivity in Nucleophilic Addition of Siloxyalkenes to an Alkylideneallyl Cation
Abstract: Abstract Alkylideneallyl cation generated from Lewis acid-mediated ring-opening reaction of alkylidenecyclopropanone acetal was employed for the reaction with siloxyalkenes to give [3 + 2] cycloaddition and acyclic addition products. All the products are the result of nucleophilic addition to the sp2 center of the alkylideneallyl cation, and there is no sign of the nucleophilic addition to the sp center. The regioselectivity is independent of the electronic and steric effects of siloxyalkene nucleophiles, and is compatible with charge distribution of the allylic cation.
Publication Year: 2006
Publication Date: 2006-03-11
Language: en
Type: article
Indexed In: ['crossref']
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Cited By Count: 7
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