- Enamine synthesis using the Horner-Wittig reaction. Part 1. (Aminomethyl)diphenylphosphine oxides, new formyl anion equivalents
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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.
- Broekhof, N. L. J. M.,Gen, A. van der
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p. 305 - 312
(2007/10/02)
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- N-NETHYL-N-ANILINOMETHYL DIPHENYLPHOSPHINE OXIDE: A VERSATILE REAGENT FOR THE SYNTHESIS OF ENAMINES
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Cyclic as well as acyclic ketones, both saturated and α,β-unsatorated, can be converted into their homologous enamines by Horner-Wittig reaction with N-methyl-N-anilinomethyl diphenylphosphine oxide (3).
- Broekhof, N. L. J. M.,Jonkers, F. L.,Gen, A. van der
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p. 2671 - 2674
(2007/10/02)
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