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Volumn 50, Issue 35, 2009, Pages 4969-4972

Enantioselective synthesis of β-lactams via the IndaBox-Cu(II)-catalyzed Kinugasa reaction

Author keywords

Lactam; Bis(oxazoline); Enantioselective catalysis; Kinugasa reaction; Nitrone cycloaddition

Indexed keywords

ALKYNE; BETA LACTAM; BUTYLAMINE; CUPRIC ION; NITRONE DERIVATIVE;

EID: 67650034191     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.06.050     Document Type: Article
Times cited : (43)

References (36)
  • 1
    • 67650006307 scopus 로고    scopus 로고
    • Katrizky A.R., Rees C.W., and Scriven E.F.V. (Eds), Pergamon, New York Chapters 1.18-1.20
    • In: Katrizky A.R., Rees C.W., and Scriven E.F.V. (Eds). Comprehensive Heterocyclic Chemistry II Vol. 1B (1996), Pergamon, New York Chapters 1.18-1.20
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.1 B
  • 21
    • 67650030348 scopus 로고    scopus 로고
    • note
    • 2Cu(II)-6a complex. This complex actually works as the chiral Lewis acid in the catalytic cycle to give the copper acetylide-6a-complex (X) by the reaction with acetylide formed by the action of an amine (base) as shown in the scheme. The complex X is indeed the key species as the chiral dipolarophile reacting with a nitrone to finally give a β-lactam together with the reformed chiral Lewis acid catalyst after stereo-controlled protonation.{A figure is presented}
  • 22
    • 1642535360 scopus 로고    scopus 로고
    • Sibi et al. showed utility of IndaBox 6c.
    • Sibi et al. showed utility of IndaBox 6c. Sibi M.P., Ma Z., Jasperse C.P. J. Am. Chem. Soc. 126 (2004) 718-719
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 718-719
    • Sibi, M.P.1    Ma, Z.2    Jasperse, C.P.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.