86031-49-4Relevant academic research and scientific papers
An efficient synthesis of N-phosphorylated azadienes, primary (E)-allylamines, and ss-amino-phosphane oxides and -phosphonates from ss-functionalized oxime derivatives
Palacios, Francisco,Aparicio, Domitila,Garcia, Jesus,Rodriguez, Encina
, p. 1413 - 1423 (2007/10/03)
A simple and stereoselective synthesis of primary (E)-allylamines 1 and 1-azadienes 5, 7 is reported. N-Phosphorylated azadienes 5 and 7 are obtained by addition of phosphorus chlorides 3 to unsaturated oximes 2, while azadienes 24 are prepared by olefination reactions of functionalized enamines 20/21. Reduction of azadienes 5, 7, 24 and derivatives 13/14 and 20/21 with hydrides, followed by deprotection of the resulting amines leads to the formation of primary allylamines 1 and ss-aminophosphane oxides 17, phosphonates 18, and phosphonic acid derivatives 19.
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
Cavalla, David,Cruse, William B.,Warren, Stuart
, p. 1883 - 1898 (2007/10/02)
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 cases, a γ-N-acylaminoallyl diphenylphosphine oxide.
REGIO- AND STEREOSPECIFIC SYNTHESIS OF N-ALLYL AMIDES BY THE HORNER-WITTIG REACTION
Cavalla, David,Warren, Stuart
, p. 295 - 298 (2007/10/02)
E and Z allyl amides are formed with full regio- and stereochemical control from dianions of β-(acylamino)alkylphosphine oxides by the Horner-Wittig reaction.
