Poh Jian-Siang, Lau Shing-Hing, Dykes Iain G, Tran Duc N, Battilocchio Claudio, Ley Steven V
Innovative Technology Centre , Department of Chemistry , University of Cambridge , Lensfield Road , Cambridge CB2 1EW , UK . Email:
Chem Sci. 2016 Nov 18;7(11):6803-6807. doi: 10.1039/c6sc02581a. Epub 2016 Jul 8.
Here we report the generation of transient allylic boronic species, by reacting TMSCHN and -vinyl boronic acids, followed by their subsequent trapping with aldehydes as electrophiles to yield homoallylic alcohols. This metal-free reaction was initially discovered by the use of a flow chemistry approach to generate a variety of homoallylic alcohols in a straightforward fashion and then transferred to a batch protocol.
在此,我们报道了通过使三甲基硅基甲基异腈(TMSCHN)与乙烯基硼酸反应生成瞬态烯丙基硼酸物种,随后将它们与作为亲电试剂的醛进行捕获反应以生成高烯丙醇。这种无金属反应最初是通过流动化学方法发现的,该方法能够以直接的方式生成多种高烯丙醇,随后又被转化为间歇式反应方案。