76527-53-2Relevant articles and documents
Enamine synthesis using the Horner-Wittig reaction. Part 1. (Aminomethyl)diphenylphosphine oxides, new formyl anion equivalents
Broekhof, N. L. J. M.,Gen, A. van der
, p. 305 - 312 (2007/10/02)
Using the Horner-Wittig reagent (morpholinomethyl)diphenylphosphine oxide (7), aromatic, aliphatic and α,β-unsaturated aldehydes are converted into morpholino enamines of their homologous aldehydes.With diphenylphosphine oxide (12), the same aldehydes, together with the ketones (cyclic as well as acyclic, both saturated and α,β-unsaturated), are converted into enamines of their homologous aldehydes.Both types of enamines are converted into the corresponding aldehydes by mild, acid-catalyzed hydrolysis, showing the utility of 7 and 12, as formyl anion equivalents.Preparation of each geometrical isomer of the N-methylanilino enamines is possible since the intermediate diastereoisomeric adducts 13 can be separated.