1103418-35-4Relevant academic research and scientific papers
Synthesis and C-alkylation of hindered aldehyde enamines
Hodgson, David M.,Bray, Christopher D.,Kindon, Nicholas D.,Reynolds, Nigel J.,Coote, Steven J.,Um, Joann M.,Houk
body text, p. 1019 - 1028 (2009/07/04)
A new reactivity mode of hindered lithium amides with terminal epoxides is described whereby aldehyde enamines are produced via a previously unrecognized reaction pathway. Some of these aldehyde enamines display unprecedented C-alkylation reactivity toward unactivated primary and secondary alkyl halides. For comparison, the reactivity of aldehyde enamines synthesized via a traditional condensation method was examined. C-rather than N-alkylation was the dominant reaction pathway found with a range of electrophiles, making this route to α-alkylated aldehydes more synthetically useful than previously reported.
