1048640-70-5Relevant academic research and scientific papers
Au-catalyzed tandem cyclization/[1,2]-alkyl migration reaction of epoxy alkynes: Synthesis of spiropyranones
Shu, Xing-Zhong,Liu, Xue-Yuan,Ji, Ke-Gong,Xiao, Hui-Quan,Liang, Yong-Min
, p. 5282 - 5289 (2008)
A novel gold-catalyzed tandem cyclization/[1,2]-alkyl migration process of epoxy alkynes to spiropyranones has been discovered. From this process, the construction of adjacent multiple stereocenters with a new quaternary carbon atom is achieved. The gold-catalyzed domino process is stereospecific with respect to the migrating carbon atom. A type of unusual C-C bond cleavage of epoxide systems has also been discovered, which can lead to the formation of two Z alkenes and a carbonyl functional group in one step with excellent stereoselectivity. Furthermore, this efficient domino process could be achieved in the presence of the simplest and least expensive gold catalyst [NaAuCl 4]·2H2O with a low catalyst loading.
