Activated Michael Acceptors as Precursors to Heterocycles. 1. 2-Azetidinones from 2-(Arylsulfonyl)propenoyl Chlorides and Amines

Journal of Organic Chemistry

Volumn 63, Issue 16, 1998, Pages 5403-5412

  Zhou, Feng ^a   Rosen, Jonathan ^a   Zebrowski Young, Jennifer M ^a   Freihammer, Patricia M ^a   Detty, Michael R ^a   Lachicotte, Rene J ^b  

^a UNIVERSITY AT BUFFALO   (United States)

^b UNIVERSITY OF ROCHESTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; AZETIDINE DERIVATIVE; CHLORIDE; HETEROCYCLIC COMPOUND; MONOBACTAM DERIVATIVE;

ARTICLE; BACTERIAL INFECTION; BACTERICIDAL ACTIVITY; CYCLIZATION; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 0031903915     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo980234p     Document Type: Article

References (42)

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20. For recent reviews: (a) De Kimpe, N. Azetidines, Azetines, and Azetes: Monocyclic. In Comprehensive Heterocyclic Chemistry II; Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Eds.; Pergamon: New York, 1996; Vol. 1B, Chapter 1.18. (b) The Organic Chemistry of β-Lactams; Georg, G. I., Ed.; VCH: New York, 1993. (c) Backes, J. In Houben-Weil Methoden der Organischen Chemie; Muller, E., Bayer, O., Eds.; Thieme: Stuttgart, 1991; Band EIGB, p 31. (d) Ghosez, L.; Marchand-Brynaert, J. In Comprehensive Organic Synthesis; Trost, B., Fleming, L, Eds.; Pergamon: Oxford, 1991; Vol. 5, p 85. (e) Van der Steen, F. H.; Van Koten, G. Tetrahedron 1991, 47, 7503-7524.
21. For recent reviews: (a) De Kimpe, N. Azetidines, Azetines, and Azetes: Monocyclic. In Comprehensive Heterocyclic Chemistry II; Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Eds.; Pergamon: New York, 1996; Vol. 1B, Chapter 1.18. (b) The Organic Chemistry of β-Lactams; Georg, G. I., Ed.; VCH: New York, 1993. (c) Backes, J. In Houben-Weil Methoden der Organischen Chemie; Muller, E., Bayer, O., Eds.; Thieme: Stuttgart, 1991; Band EIGB, p 31. (d) Ghosez, L.; Marchand-Brynaert, J. In Comprehensive Organic Synthesis; Trost, B., Fleming, L, Eds.; Pergamon: Oxford, 1991; Vol. 5, p 85. (e) Van der Steen, F. H.; Van Koten, G. Tetrahedron 1991, 47, 7503-7524.
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