Horner-Wittig reactions of β-aminoalkyl- and β-N-acylaminoalkyldiphenylphosphine oxides: synthesis of N-allyl amines and amides and 5-diphenylphosphinoyl-2-phenyl-5,6-dihydro-4H-1,3-oxazines
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 1883-1898
- https://doi.org/10.1039/p19870001883
Abstract
Lithium derivatives of β-diphenylphosphinoyl-alkyl amines and dilithium derivatives of the corresponding amides combine with aldehydes or ketones in the Horner-Wittig reaction. Separation of the diastereoisomeric intermediates leads to single positional and geometrical isomers of N-allyl amines and amides. Attempted rearrangement of the same intermediates in acid solution gives dihydro-oxazines or, in one case, a γ-N-acylaminoallyl diphenylphosphine oxide.Keywords
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