70981-26-9Relevant academic research and scientific papers
Synthesis, reactivity and stereochemistry of new phosphorus heterocycles with 5- or 6-membered rings
Cristau, Henri-Jean,Pirat, Jean-Luc,Virieux, David,Monbrun, Jér?me,Ciptadi, Ciptadi,Bekro, Yves-Alain
, p. 2472 - 2481 (2007/10/03)
Syntheses of novel phosphorus heterocycles containing α-amino or α-hydroxyphosphonic or phosphinic acids motifs are developed. 2,3-dihydro-1,3-oxaphospholes (1) and 1,4,2-oxazaphosphinanes (2) exhibit a reactive part, respectively the enolether moiety and the P-H bond, which allows various structural modifications: (i) for 1a, by introduction of amino substituents, (ii) for 2a, by hydroxy- or aminoalkylation, by Michael addition or by P-arylation. These reactions present generally a good or even an excellent kinetic diastereoselectivity which can often be predicted by molecular models of the transition states.
METALLATION OF BENZYLIDENEBENZYLAMINE
Gracheva, R. A.,Potapov, V. M.,Sivov, N. A.,Sivova, L. I.
, p. 1963 - 1970 (2007/10/02)
The reactions of benzylidenebenzylamine with methyllithium and lithium diethylamide were investigated by GLC.Products with different structures from condensation of the azomethine are formed: Cyclic 2,4,5-triphenyl-3-benzylimidazolidine and noncyclic dibenzylidene-1,2-diphenylethylenediamine.Investigation of the effects of the solvent, temperature, and ratio of reagents on the reaction made it possible to obtain conditions for synthetic application of the 1,3-diphenylazaallyllithium, obtained by metallation of benzylidenebenzylamine, in reactions with alkyl halides, carbon dioxide, carbonyl compounds, and phenyl isocyanate.These conditions involve a temperature between -60 and -70 deg C and an equimolar ratio between the reagents.
