37714-05-9Relevant articles and documents
Double asymmetric induction during addition of chiral phosphites to C=N bond
Sheiko, Sergei,Guliaiko, Irina,Grushkun, Evgeni,Kolodiazhnyi, Oleg I.
, p. 2269 - 2270 (2002)
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Asymmetric synthesis of aminophosphonic acids
Miko?ajczyk, Marian,?yzwa, Piotr,Drabowicz, Józef
, p. 157 - 160 (1999)
A new synthesis of chiral α- and β-aminophosphonic acids is described which involves a highly diastereoselective addition of phosphite and phosphonate anions to enantiopure sulfinimines.
Highly diastereoselective addition of chiral H-phosphonate to tert-butylsulfinyl aldimines: a convenient approach to (R)-α-aminophosphonic acids
Olszewski, Tomasz K.,Majewski, Mateusz
, p. 846 - 852 (2015/08/18)
Abstract A highly diastereoselective nucleophilic addition of chiral H-phosphonate, derived from a readily available TADDOL auxiliary, to (S)-N-tert-butylsulfinyl aldimines is reported. The reaction proceeds at room temperature in the presence of potassium carbonate and yields the corresponding aliphatic, aromatic and heteroaromatic α-aminophosphonates with dr >95:5. Subsequent simultaneous removal of both chiral auxiliaries leads to the desired α-aminophosphonic acids in very good yields with an (R)-configuration at the stereogenic α carbon.
Biocatalyzed kinetic resolution of racemic mixtures of chiral α-aminophosphonic acids
Kozyra, Kinga,Brzezinska-Rodak, Malgorzata,Klimek-Ochab, Magdalena,Zymanczyk-Duda, Ewa
, p. 32 - 36 (2013/06/05)
Several fungal species namely: Aspergillus niger, Aspergillus parasiticus, Penicillium funiculosum, Trigonopsis variabilis and two different strains of Fusarium oxysporum were tested toward racemic mixtures of following phosphonic acids: 1-amino-2-methylp
1-(a-Aminobenzyl)-2-naphthol: A new chiral auxiliary for the synthesis of enantiopure a-aminophosphonic acids
Metlushka, Kirill E.,Kashemirov, Boris A.,Zheltukhin, Viktor F.,Sadkova, Dilyara N.,Buechner, Bernd,Hess, Christian,Kataeva, Olga N.,McKenna, Charles E.,Alfonsov, Vladimir A.
supporting information; experimental part, p. 6718 - 6722 (2010/02/28)
A new diastereoselective synthesis of a-aminophosphonates has been developed, based on the reaction, in the presence of trifluoroacetic acid, of trialkyl phosphites with chiral imines derived from (R)- or (S)-l-(ot- aminobenzyl)-2-naphthol. The reaction p