Nucleophilic Substitution and Claisen Rearrangement Reactions of Model Fluoroalkenes of General Structure R−CFCF−CF<sub>3</sub>
作者:Julian A. Cooper、Christel M. Olivares、Graham Sandford
DOI:10.1021/jo0103118
日期:2001.7.1
Fluoroalkenes of general structure R-CF=CF-CF3 (2a, R = cyclopentyl and 2b, R = cyclohexyl), prepared in high yield in two steps from hexafluoropropene and the appropriate cycloalkane, react with oxygen, carbon, and hydrogen nucleophiles to give R-CX=CF-CF3 derivatives (X = H, OR, R, Ar). Reaction of fluoroalkenes 2a and 2b with allylic alkoxides gave products arising from Claisen rearrangement, providing
Substituent effects in the aliphatic Claisen rearrangement of substituted (1-methyl-3-oxahexa-1,5-dienyl)amines: synthesis of substituted 2-aminopent-4-enals. Alternative [1,3]-sigmatropic shifts in related aromatic systems