Enamines from Terminal Epoxides and Hindered Lithium Amides
作者:David M. Hodgson、Christopher D. Bray、Nicholas D. Kindon
DOI:10.1021/ja031770o
日期:2004.6.1
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.
Synthesis and <i>C</i>-Alkylation of Hindered Aldehyde Enamines
作者:David M. Hodgson、Christopher D. Bray、Nicholas D. Kindon、Nigel J. Reynolds、Steven J. Coote、Joann M. Um、K. N. Houk
DOI:10.1021/jo802016t
日期:2009.2.6
hindered lithium amides with terminal epoxides is described whereby aldehydeenamines are produced via a previously unrecognized reaction pathway. Some of these aldehydeenamines display unprecedented C-alkylation reactivity toward unactivated primary and secondary alkyl halides. For comparison, the reactivity of aldehydeenamines synthesized via a traditional condensation method was examined. C- rather