163211-82-3Relevant articles and documents
Unprecedented consecutive, competitive nucleophilic addition to construct densely functionalized propargylic alcohols
Liu, Jie,An, Yan,Wang, Ya-Hui,Jiang, Hai-Ying,Zhang, Yu-Xin,Chen, Zili
supporting information; experimental part, p. 9131 - 9134 (2009/09/06)
An efficient one-pot process to construct a series of polyfunctionalized propargylic alcohol derivatives from the simple materials without functional protection was investigated. A solution of nBuLi in hexane was added into dry THF by syringe the resulting solution was then maintained at RT for 3 hours. the freshly prepared lithium enolate of acetaldehyde was used directly in the reaction. The nBuLi was added over a period of 30 minutes by syringe to a solution of terminal alkyne in THF at -30°C. The scope and limitations of the reaction was explored by examining other terminal alkynes. A number of different carbonyl-containing substrates were also examined. It was observed that propargylic alcohol derivatives are important synthetic intermediates in organic synthesis.
