1.
Org Lett
; 26(35): 7468-7473, 2024 Sep 06.
Artigo
em Inglês
| MEDLINE
| ID: mdl-39189837
RESUMO
The base-mediated allylic defluorinative functionalization of ß-CF2H-1,3-enynes with nucleophiles is described, affording terminal monofluoroalkenes bearing an alkynyl group in synthetically useful yields and Z/E selectivities. Importantly, the resultant Z/E mixture could be separated by flash chromatography in all cases; thus, stereoisomerically pure monofluoroenynes were obtained. Postsynthetic modifications of the synthesized monofluoroenynes were also accomplished to access diverse molecular structures. Computational studies disclosed the origin of the diastereoselectivity.