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Volumn 62, Issue 15, 2006, Pages 3681-3693

Asymmetric aziridine synthesis by aza-Darzens reaction of N-diphenylphosphinylimines with chiral enolates. Part 1: Formation of cis-aziridines

Author keywords

Aza Darzens; Aziridination; Camphorsultam; Imine

Indexed keywords

AZIRIDINE; IMINE; OXAZOLIDINONE DERIVATIVE; PHOSPHINE DERIVATIVE;

EID: 33645003525     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.01.068     Document Type: Article
Times cited : (36)

References (50)
  • 1
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    • B.M. Trost I. Fleming Oxford Pergamon
    • For reviews, see: J.E.G. Kemp B.M. Trost I. Fleming Comprehensive Organic Synthesis Vol. 7 1991 Oxford Pergamon 467
    • (1991) Comprehensive Organic Synthesis , vol.7 , pp. 467
    • Kemp, J.E.G.1
  • 6
    • 77956705666 scopus 로고    scopus 로고
    • G.W. Gribble T.L. Gilchrist Pergamon Elsevier Science Oxford
    • A. Padwa, and S.S. Murphree G.W. Gribble T.L. Gilchrist Progress in Heterocyclic Chemistry Vol. 12 2000 Pergamon Elsevier Science Oxford 57 Chapter 4.1
    • (2000) Progress in Heterocyclic Chemistry , vol.12 , pp. 57
    • Padwa, A.1    Murphree, S.S.2
  • 8
    • 0000660712 scopus 로고
    • B.M. Trost I. Fleming Oxford Pergamon
    • For reviews of aziridine syntheses, see: J.E.G. Kemp B.M. Trost I. Fleming Comprehensive Organic Synthesis Vol. 7 1991 Oxford Pergamon 467
    • (1991) Comprehensive Organic Synthesis , vol.7 , pp. 467
    • Kemp, J.E.G.1
  • 11
  • 13
    • 77956705666 scopus 로고    scopus 로고
    • G.W. Gribble T.L. Gilchrist Pergamon Elsevier Science Oxford
    • A. Padwa, and S.S. Murphree G.W. Gribble T.L. Gilchrist Progress in Heterocyclic Chemistry Vol. 12 2000 Pergamon Elsevier Science Oxford 57 Chapter 4.1
    • (2000) Progress in Heterocyclic Chemistry , vol.12 , pp. 57
    • Padwa, A.1    Murphree, S.S.2
  • 33
    • 0029895329 scopus 로고    scopus 로고
    • N-Phosphorylated aziridines have also been reported to undergo efficient ring-opening reactions: A. Zwierzak, and A. Napieraj Tetrahedron 52 1996 8789
    • (1996) Tetrahedron , vol.52 , pp. 8789
    • Zwierzak, A.1    Napieraj, A.2
  • 45
    • 0025912804 scopus 로고
    • All N-diphenylphosphinyl imines were prepared according to: W.B. Jennings, and C.J. Lovely Tetrahedron 47 1991 5561
    • (1991) Tetrahedron , vol.47 , pp. 5561
    • Jennings, W.B.1    Lovely, C.J.2
  • 48
    • 0003579939 scopus 로고
    • Wiley: Chichester, UK
    • For pertinent leading references as to the synthetic utility of the camphorsulfonyl group as a chiral auxiliary, see: Spivey, A.C. Encyclopaedia of Reagents for Organic Synthesis; Wiley: Chichester, UK, 1995; p 975.
    • (1995) Encyclopaedia of Reagents for Organic Synthesis , pp. 975
    • Spivey, A.C.1
  • 50
    • 33644994365 scopus 로고    scopus 로고
    • note
    • The absolute configuration of the aziridine asymmetric centres were tentatively assigned from computer modelling.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.