메뉴 건너뛰기




Volumn 59, Issue 13, 2003, Pages 2309-2316

Asymmetric synthesis of azetidin-2-ones by [2+2] cycloaddition using chiral imines derived from D-(+)-glucose

Author keywords

Asymmetric synthesis; Imines; Ketenes; Staudinger reaction

Indexed keywords

AZETIDIN 2 ONE; AZETIDINE DERIVATIVE; BETA LACTAM; GLUCOSE; IMINE; KETENE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0037463750     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(03)00239-4     Document Type: Article
Times cited : (41)

References (37)
  • 1
    • 0021878444 scopus 로고
    • For reviews on β-lactam antibiotics, see: (a) Dürkheimer W., Blumbach J., Lattrell R., Scheunemann K.H. Angew. Chem., Int. Ed. Engl. 24:1985;180 (b) Chemistry and biology of β-lactam Antibiotics; Vols. 1-3. Morin, R. B.; Gorman, M., Eds.; Academic: New York, 1982. (c) Coulton S., Hunt E. Lukacs G. Recent Progress in the Chemical Synthesis of Antibiotics and Related Microbial Products. Vol. 2:1993;621 Springer, Berlin, (d) Southgate R. Contemp. Org. Synth. 1:1994;417.
    • (1985) Angew. Chem., Int. Ed. Engl. , vol.24 , pp. 180
    • Dürkheimer, W.1    Blumbach, J.2    Lattrell, R.3    Scheunemann, K.H.4
  • 2
    • 0004030277 scopus 로고
    • Academic: New York
    • For reviews on β-lactam antibiotics, see: (a) Dürkheimer W., Blumbach J., Lattrell R., Scheunemann K.H. Angew. Chem., Int. Ed. Engl. 24:1985;180 (b) Chemistry and biology of β-lactam Antibiotics; Vols. 1-3. Morin, R. B.; Gorman, M., Eds.; Academic: New York, 1982. (c) Coulton S., Hunt E. Lukacs G. Recent Progress in the Chemical Synthesis of Antibiotics and Related Microbial Products. Vol. 2:1993;621 Springer, Berlin, (d) Southgate R. Contemp. Org. Synth. 1:1994;417.
    • (1982) Chemistry and Biology of β-lactam Antibiotics , vol.1-3
    • Morin, R.B.1    Gorman, M.2
  • 3
    • 0012363015 scopus 로고
    • Lukacs G. Springer, Berlin
    • For reviews on β-lactam antibiotics, see: (a) Dürkheimer W., Blumbach J., Lattrell R., Scheunemann K.H. Angew. Chem., Int. Ed. Engl. 24:1985;180 (b) Chemistry and biology of β-lactam Antibiotics; Vols. 1-3. Morin, R. B.; Gorman, M., Eds.; Academic: New York, 1982. (c) Coulton S., Hunt E. Lukacs G. Recent Progress in the Chemical Synthesis of Antibiotics and Related Microbial Products. Vol. 2:1993;621 Springer, Berlin, (d) Southgate R. Contemp. Org. Synth. 1:1994;417.
    • (1993) Recent Progress in the Chemical Synthesis of Antibiotics and Related Microbial Products , vol.2 , pp. 621
    • Coulton, S.1    Hunt, E.2
  • 4
    • 0000201501 scopus 로고
    • For reviews on β-lactam antibiotics, see: (a) Dürkheimer W., Blumbach J., Lattrell R., Scheunemann K.H. Angew. Chem., Int. Ed. Engl. 24:1985;180 (b) Chemistry and biology of β-lactam Antibiotics; Vols. 1-3. Morin, R. B.; Gorman, M., Eds.; Academic: New York, 1982. (c) Coulton S., Hunt E. Lukacs G. Recent Progress in the Chemical Synthesis of Antibiotics and Related Microbial Products. Vol. 2:1993;621 Springer, Berlin, (d) Southgate R. Contemp. Org. Synth. 1:1994;417.
    • (1994) Contemp. Org. Synth. , vol.1 , pp. 417
    • Southgate, R.1
  • 5
    • 0004030275 scopus 로고
    • M.I. Page. London: Chapman and Hall
    • Page M.I. The Chemistry of β-lactams. 1992;Chapman and Hall, London.
    • (1992) The Chemistry of β-lactams
  • 6
    • 0012401150 scopus 로고
    • Hasner A. Wiley, New York
    • For comprehensive general reviews, see: (a) Koppel G.A. Hasner A. Small Ring Heterocycles. Vol. 2:1983;219 Wiley, New York, (b) Backes J. Muller E., Bayer O. Houben-Weyl, Methoden der Organischem Chemie. 1991;31 Thieme, Stuttgart. Band E16B (c) DeKimpe N. Katritzky A.R., Rees C.W., Scriven E.F.V., Padwa A. Comprehensive Heterocyclic Chemistry II. Vol. 1B:1996;507 Pergamon, Oxford.
    • (1983) Small Ring Heterocycles , vol.2 , pp. 219
    • Koppel, G.A.1
  • 7
    • 0003583440 scopus 로고
    • For comprehensive general reviews, see: (a) Koppel G.A. Hasner A. Small Ring Heterocycles. Vol. 2:1983;219 Wiley, New York, (b) Backes J. Muller E., Bayer O. Houben-Weyl, Methoden der Organischem Chemie. 1991;31 Thieme, Stuttgart. Band E16B (c) DeKimpe N. Katritzky A.R., Rees C.W., Scriven E.F.V., Padwa A. Comprehensive Heterocyclic Chemistry II. Vol. 1B:1996;507 Pergamon, Oxford.
    • (1991) Houben-Weyl, Methoden der Organischem Chemie , pp. 31
    • Backes, J.1
  • 8
    • 0001108773 scopus 로고    scopus 로고
    • E. Muller, & O. Bayer. Stuttgart: Thieme. Band E16B. A.R. Katritzky, C.W. Rees, E.F.V. Scriven, & A. Padwa. Oxford: Pergamon
    • For comprehensive general reviews, see: (a) Koppel G.A. Hasner A. Small Ring Heterocycles. Vol. 2:1983;219 Wiley, New York, (b) Backes J. Muller E., Bayer O. Houben-Weyl, Methoden der Organischem Chemie. 1991;31 Thieme, Stuttgart. Band E16B (c) DeKimpe N. Katritzky A.R., Rees C.W., Scriven E.F.V., Padwa A. Comprehensive Heterocyclic Chemistry II. Vol. 1B:1996;507 Pergamon, Oxford.
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.1 B , pp. 507
    • DeKimpe, N.1
  • 12
    • 0000869493 scopus 로고
    • For reviews on asymmetric Staudinger reaction, see: (a) Cooper R.D.G., Daugherty B.W., Boyd D.B. Pure Appl. Chem. 59:1987;485 (b) Van der Steen F.H., Van Koten G. Tetrahedron. 47:1991;5703 (c) Georg G.I., Ravikumar V.T. The Organic Chemistry of β-lactams. 1993;VCH, New York. pp 295.
    • (1987) Pure Appl. Chem. , vol.59 , pp. 485
    • Cooper, R.D.G.1    Daugherty, B.W.2    Boyd, D.B.3
  • 13
    • 0012362805 scopus 로고
    • For reviews on asymmetric Staudinger reaction, see: (a) Cooper R.D.G., Daugherty B.W., Boyd D.B. Pure Appl. Chem. 59:1987;485 (b) Van der Steen F.H., Van Koten G. Tetrahedron. 47:1991;5703 (c) Georg G.I., Ravikumar V.T. The Organic Chemistry of β-lactams. 1993;VCH, New York. pp 295.
    • (1991) Tetrahedron , vol.47 , pp. 5703
    • Van der Steen, F.H.1    Van Koten, G.2
  • 14
    • 0004015248 scopus 로고
    • New York: VCH
    • For reviews on asymmetric Staudinger reaction, see: (a) Cooper R.D.G., Daugherty B.W., Boyd D.B. Pure Appl. Chem. 59:1987;485 (b) Van der Steen F.H., Van Koten G. Tetrahedron. 47:1991;5703 (c) Georg G.I., Ravikumar V.T. The Organic Chemistry of β-lactams. 1993;VCH, New York. pp 295.
    • (1993) The Organic Chemistry of β-lactams , pp. 295
    • Georg, G.I.1    Ravikumar, V.T.2
  • 32
    • 85031201702 scopus 로고    scopus 로고
    • 18 Crystallographic data (excluding structure factors) for the structure 6b in this paper has been deposited with the Cambridge Crystallographic data Centre as supplementary publication number CCDC 200446.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.