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Volumn 127, Issue 39, 2005, Pages 13502-13503

Kinetic resolution of α-acetoxy N-acyl oxazolidinethiones by a chiral O-nucleophilic acyl transfer catalyst

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; ALPHA ACETOXY N ACYL OXAZOLIDINETHIONE; ALPHA METHYLBENZYLAMINE; CARBONYL DERIVATIVE; DICHLOROMETHANE; DIMETHYLAMINE; HYDROXYL GROUP; N,N DIMETHYLFORMAMIDE; OXAZOLIDINE DERIVATIVE; PENTANOL; TETRAHYDROFURAN; TOLUENE; UNCLASSIFIED DRUG;

EID: 25844523868     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja053743z     Document Type: Article
Times cited : (38)

References (37)
  • 2
    • 0142002985 scopus 로고
    • For selected references to related work on O-nucleophilic acyl transfer catalysts, see: (b) Hine, J.; Khan, M. N. J. Am. Chem. Soc. 1977, 99, 3847.
    • (1977) J. Am. Chem. Soc. , vol.99 , pp. 3847
    • Hine, J.1    Khan, M.N.2
  • 10
    • 0037181347 scopus 로고    scopus 로고
    • For the nonenzymatic kinetic resolution of chiral esters containing α-oxygenation, see: (a) Tang, L.; Deng, L. J. Am. Chem. Soc. 2002, 124, 2870.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 2870
    • Tang, L.1    Deng, L.2
  • 20
    • 25844531114 scopus 로고    scopus 로고
    • note
    • The price listed in lhe 2004-2005 Acros Organics catalogue for the D-(+) and L-(-) enantiomers of 5 (each 99% ee) is $1 19.40 and $114 per 100 grams, respectively.
  • 21
    • 25844463176 scopus 로고    scopus 로고
    • note
    • This compound is also commercially available, but at higher cost (Acros Organics price is $35 or $49/g for the (-)- and (+)-enantiomers, respectively).
  • 23
    • 85050296727 scopus 로고
    • The selectivity factor is defined as k(fast reacting enantiomer)k(slow reacting enantiomer). For a discussion of kinetic resolutions, see: Kagan, H. B.; Fiaud, J. C. Top. Stereochem. 1988, 18, 249.
    • (1988) Top. Stereochem. , vol.18 , pp. 249
    • Kagan, H.B.1    Fiaud, J.C.2
  • 24
    • 0041378031 scopus 로고    scopus 로고
    • For a review of asymmetric alcoholysis of cyclic anhydrides, see: (a) Chen, Y.; McDaid, P.; Deng, L. Chem. Rev. 2003, 103, 2965.
    • (2003) Chem. Rev. , vol.103 , pp. 2965
    • Chen, Y.1    McDaid, P.2    Deng, L.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.