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Volumn , Issue 10, 2009, Pages 1651-1654

Diastereoselective synthesis of trans-β-lactams using a simple multifunctional catalyst

Author keywords

Catalysis; Cycloaddition; Diastereoselectivity; Imine; Ketene acetal; Phosphonium fluoride precatalyst; Trans lactam

Indexed keywords

BETA LACTAM; FLUORIDE; NUCLEOPHILE; PHOSPHONIUM FLUORIDE; UNCLASSIFIED DRUG;

EID: 67649372895     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0029-1217348     Document Type: Article
Times cited : (34)

References (36)
  • 1
    • 0031865125 scopus 로고    scopus 로고
    • For a review on β-lactam antibiotics, see: (a)
    • For a review on β-lactam antibiotics, see: (a) Rolinson, G. N. J. Antimicrob. Chemother. 1998, 41, 589.
    • (1998) J. Antimicrob. Chemother. , vol.41 , pp. 589
    • Rolinson, G.N.1
  • 2
    • 67649328433 scopus 로고
    • The Organic Chemistry of β-Lactams; Georg, G. I., Ed.; VCH Publications: New York, and references therein
    • (b) The Organic Chemistry of β-Lactams; Georg, G. I., Ed.; VCH Publications: New York, 1993, ; and references therein.
    • (1993)
  • 5
    • 53049101572 scopus 로고    scopus 로고
    • For a recent review on β-lactam preparation and significance, see
    • For a recent review on β-lactam preparation and significance, see: Fu, N.; Tidwell, T. T. Tetrahedron 2008, 64, 10465.
    • (2008) Tetrahedron , vol.64 , pp. 10465
    • Fu, N.1    Tidwell, T.T.2
  • 7
    • 33750216431 scopus 로고    scopus 로고
    • For catalytic methods of trans-β-lactam formation, see: (a)
    • For catalytic methods of trans-β-lactam formation, see: (a) Chen, R.; Yang, B.; Su, W. Synth. Commun. 2006, 36, 3167.
    • (2006) Synth. Commun. , vol.36 , pp. 3167
    • Chen, R.1    Yang, B.2    Su, W.3
  • 26
    • 67649325938 scopus 로고    scopus 로고
    • note
    • Use of the corresponding phosphonium phenoxide provided lower yields and a much slower reaction.
  • 27
    • 67649330720 scopus 로고    scopus 로고
    • note
    • Control experiments whereby a cis- or mixed-lactam was mixed with the precatalyst or eventual catalyst or phenoxide showed no hint of epimerization.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.