1263077-40-2Relevant academic research and scientific papers
Umpolung reactivity of in situ generated phosphido-boranes: An entry to P-stereogenic aminophosphine-boranes
Lemouzy, Sébastien,Membrat, Romain,Olivieri, Enzo,Jean, Marion,Albalat, Muriel,Nuel, Didier,Giordano, Laurent,Hérault, Damien,Buono, Gérard
, p. 4551 - 4557 (2019)
The synthesis of P-stereogenic aminophosphine-boranes has been developed on the basis of umpolung reactivity of in situ generated alkylarylphosphido-boranes, which are normally configurationally unstable intermediates. In our case, their high configurational stability was due to the slow release of the hydroxyalkyl protecting group, together with the fast formation of the iodophosphanylborane in the presence of N-iodosuccinimide. The subsequent substitution reaction was found to proceed in moderate to good yields and in a very high stereospecifity (es) using a variety of amines as nucleophiles.
Enantiomerically Enriched Aminodiphosphines as Ligands for the Preparation of Catalysts for Asymmetric Synthesis
-
Page/Page column 10, (2012/12/14)
The present invention relates to enantiomerically enriched aminodiphosphine ligands where the chirality is located in the phosphorus atom and their preparation process, to catalysts containing them and their preparation process, as well as their use in as
ENANTIOMERICALLY ENRICHED AMINODIPHOSPHINES AS LIGANDS FOR THE PREPARATION OF CATALYSTS FOR ASYMMETRIC SYNTHESIS
-
Page/Page column 29-30, (2011/09/15)
The present invention relates to enantiomerically enriched aminodiphosphine ligands where the chirality is located in the phosphorus atom and their preparation process, to catalysts containing them and their preparation process, as well as their use in as
Stereoselective synthesis of P-stereogenic aminophosphines: Ring opening of bulky oxazaphospholidines
Leon, Thierry,Riera, Antoni,Verdaguer, Xavier
, p. 5740 - 5743 (2011/05/17)
A highly diastereoselective and efficient synthesis of P-stereogenic bulky alkyl and aryl aminophosphines that relies on ring opening of tert-butyl-oxazaphospholidine 2 is described. Ring opening with several organometallic reagents takes place with inversion of configuration at the phosphorus center as it has been demonstrated by X-ray analysis of two ring-opened intermediates. The unprecedented reactivity observed is attributed to the presence of a free NH functionality that facilitates the attack of the organometallic reagent in an SN2@P-type process.
Primary and secondary aminophosphines as novel P-stereogenic building blocks for ligand synthesis
Reves, Marc,Ferrer, Catalina,Leon, Thierry,Doran, Sean,Etayo, Pablo,Vidal-Ferran, Anton,Riera, Antoni,Verdaguer, Xavier
supporting information; experimental part, p. 9452 - 9455 (2011/02/23)
Set the N free! The reactivity of the amino group of P-stereogenic aminophosphines allows the further elaboration of the aminophosphine unit whilst preserving the original chirality of the phosphorus atom (see picture; Rh green). P-stereogenic aminodiphosphine ligands can easily be prepared in optically pure forms, feature distinct structural and electronic characteristics, and can be used in asymmetric hydrogenation reactions. Copyright
