Title: Direct Synthesis of α‐Allenols from TMS‐Protected Alkynes and Aldehydes Mediated by Tetrabutylammonium Fluoride
Abstract: Abstract A unique chemoselective synthesis of α‐allenic alcohols is presented. Tetrabutylammonium fluoride (TBAF) mediated this transformation under mild reaction conditions. A range of functional groups is well‐tolerated in this reaction, while affording adducts in moderate to excellent yields (48–96 %, average 76 %). Mechanistic studies, including the use of tetrabutylammonium hydroxide (TBAH), revealed that the hydroxide ion can be the responsible for the observed rearrangement.
Publication Year: 2016
Publication Date: 2016-07-28
Language: en
Type: article
Indexed In: ['crossref', 'pubmed']
Access and Citation
Cited By Count: 10
AI Researcher Chatbot
Get quick answers to your questions about the article from our AI researcher chatbot