210416-86-7Relevant academic research and scientific papers
Meyer-Schuster-Type Rearrangement of Propargylic Alcohols into α-Selenoenals and -enones with Diselenides
Ban, Yong-Liang,You, Long,Feng, Kai-Wen,Ma, Fei-Cen,Jin, Xiao-Ling,Liu, Qiang
, p. 5274 - 5283 (2021/04/06)
We describe a mild and broadly applicable protocol for the preparation of a diverse array of multisubstituted α-selenoenals and -enones from readily accessible propargylic alcohols and diselenides. The transformation proceeds via the Selectfluor-promoted selenirenium pathway, which enables selenenylation/rearrangement of a variety of propargylic alcohols. Gram-scale experiments showed the potential of this synergistic protocol for practical application.
The First Example of the 1-Chalcogene-Substituted Formylolefination of the Ketones and Aldehydes Using 1-Lithio-2-ethoxyvinyl Chalcogenides
Yoshimatsu, Mitsuhiro,Oguri, Kiyomi,Ikeda, Kazunari,Gotoh, Satoshi
, p. 4475 - 4480 (2007/10/03)
The α-chalcogene-substituted formylolefinations of ketones and aldehydes proceeded using 1-lithio-2-ethoxyvinyl chalcogenides/PPSE or TMSOTf to produce the α-chalcogenoformylolefinated products 4a-l in high yields. Tandem-formylolefmation provided the (2Z,4Z)-2,4-bis(chalcogeno)pent-2,4-dienals 5d,h,i and (2Z,4Z,6Z)-2,4,6-tris(phenylthio)hept-2,4,6-trienal derivatives 7d and 8d, respectively.
