Journal of the American Chemical Society 2004-06-09

Enamines from terminal epoxides and hindered lithium amides.

David M Hodgson, Christopher D Bray, Nicholas D Kindon

Index: J. Am. Chem. Soc. 126(22) , 6870-1, (2004)

Full Text: HTML

Abstract

A new reactivity mode of lithium amides with epoxides leads to hindered enamines. The reaction of some of these enamines with unactivated primary and secondary alkyl halides is described, which expands the range of electrophiles that one can use in the synthesis of mono-alkylated aldehydes.