Biomaterial Database

Chiral α-amino phosphonates via rhodium-catalyzed asymmetric 1,4-addition reactions. 2013

Nicolas Lefevre, and Jean-Louis Brayer, and Benoît Folléas, and Sylvain Darses

Ecole Nationale Supérieure de Chimie de Paris, Laboratoire Charles Friedel (UMR 7223, CNRS), 11 rue Pierre et Marie Curie, 75231 Paris cedex 05, France.

A new approach for the preparation of enantioenriched α-amino phosphonates and derivatives is described. Indeed, the rhodium-catalyzed asymmetric 1,4-addition of potassium organotrifluoroborates to dehydroaminophosphonates afforded α-amino phosphonates in good yields and high enantioselectivities (up to 96%) using Difluorphos as a chiral ligand.

UI	MeSH Term	Description	Entries
D008024	Ligands	A molecule that binds to another molecule, used especially to refer to a small molecule that binds specifically to a larger molecule, e.g., an antigen binding to an antibody, a hormone or neurotransmitter binding to a receptor, or a substrate or allosteric effector binding to an enzyme. Ligands are also molecules that donate or accept a pair of electrons to form a coordinate covalent bond with the central metal atom of a coordination complex. (From Dorland, 27th ed)	Ligand
D001881	Borates	Inorganic or organic salts and esters of boric acid.	Borate
D002384	Catalysis	The facilitation of a chemical reaction by material (catalyst) that is not consumed by the reaction.	Catalyses
D006865	Hydrogenation	Addition of hydrogen to a compound, especially to an unsaturated fat or fatty acid. (From Stedman, 26th ed)	Hydrogenations
D012238	Rhodium	A hard and rare metal of the platinum group, atomic number 45, atomic weight 102.905, symbol Rh.	Rhodium-103,Rhodium 103
D013237	Stereoisomerism	The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed)	Molecular Stereochemistry,Stereoisomers,Stereochemistry, Molecular,Stereoisomer
D015394	Molecular Structure	The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds.	Structure, Molecular,Molecular Structures,Structures, Molecular
D063065	Organophosphonates	Carbon-containing phosphonic acid compounds. Included under this heading are compounds that have carbon bound to either OXYGEN atom or the PHOSPHOROUS atom of the (P	Phosphonate,Phosphonates,Phosphonic Acid Esters,Acid Esters, Phosphonic,Esters, Phosphonic Acid