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Volumn 14, Issue 20, 2008, Pages 6049-6052

A concise and first synthesis of α-aminophosphinates with two stereogenic atoms leading to optically pure α-amino-H-phosphinic acids

Author keywords

Amino H phosphinic acids; Aminophosphinates; Enantioselectivity; Phosphorus; Synthetic methods

Indexed keywords

ACIDS; AMINES; RUBIDIUM; STEREOCHEMISTRY;

EID: 53849114311     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200800690     Document Type: Article
Times cited : (30)

References (22)
  • 12
    • 0036851670 scopus 로고    scopus 로고
    • For reviews relating Ellman's N-(tert-butanesulfinyl)ketimines, see: J. A. Ellman, T. D. Owens, T. P. Tang, Acc. Chem. Res. 2002, 35, 984;
    • a) For reviews relating Ellman's N-(tert-butanesulfinyl)ketimines, see: J. A. Ellman, T. D. Owens, T. P. Tang, Acc. Chem. Res. 2002, 35, 984;
  • 19
    • 53849126901 scopus 로고    scopus 로고
    • 1H NMR data, please see the Supporting Information;
    • 1H NMR data, please see the Supporting Information;
  • 22
    • 53849087892 scopus 로고    scopus 로고
    • It should be emphasized that difficulties were encountered during the synthesis of the racemic 6q and 6q′ with S configuration on the sulfur atom. The racemates, which consist of four isomers prepared from racemic N-tert-butanesulfinylketimines, have different chiralities on the sulfur atom, so it is necessary for us to eliminate the chirality at the sulfur atom to obtain two pairs of isomers with two chiral atoms C and P, Only with the above treatment, HPLC analyses became possible
    • It should be emphasized that difficulties were encountered during the synthesis of the racemic 6q and 6q′ with S configuration on the sulfur atom. The racemates, which consist of four isomers prepared from racemic N-tert-butanesulfinylketimines, have different chiralities on the sulfur atom, so it is necessary for us to eliminate the chirality at the sulfur atom to obtain two pairs of isomers with two chiral atoms (C and P). Only with the above treatment, HPLC analyses became possible.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.