Lee Kiew-Ching, Lin Man-Jing, Loh Teck-Peng
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543.
Chem Commun (Camb). 2004 Nov 7(21):2456-7. doi: 10.1039/b411653d. Epub 2004 Sep 21.
A new and efficient method of obtaining homopropargylic alcohols via homopropargylic transfer from the allenic alcohol to various aldehydes in the presence of Lewis acid catalysts is described; stereochemical studies have shown that this process is the first oxonium [3,3]-sigmatropic rearrangement of an allenic alcohol to a homopropargylic alcohol in the presence of aldehydes and Lewis acid.
描述了一种在路易斯酸催化剂存在下，通过从烯丙醇向各种醛进行高炔丙基转移来获得高炔丙醇的新型高效方法；立体化学研究表明，该过程是在醛和路易斯酸存在下烯丙醇向高炔丙醇的首例氧鎓[3,3]-σ迁移重排。
