Total synthesis of (+)-thiazinotrienomycin E

Organic Letters

Volumn 1, Issue 9, 1999, Pages 1491-1494

  Smith III, Amos B ^a   Wan, Zehong ^a  

^a UNIVERSITY OF PENNSYLVANIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIINFECTIVE AGENT; THIAZINE DERIVATIVE; THIAZINOTRIENOMYCIN E;

ARTICLE; CHEMICAL STRUCTURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

ANTI-BACTERIAL AGENTS; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; THIAZINES;

EID: 0033523813     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol991049g     Document Type: Article

References (32)

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4. Smith, A. B., III; Barbosa, J.; Wong, W.; Wood, J. L. J. Am. Chem. Soc. 1995, 117, 10777-10778. Smith, A. B., III; Wood, J. L.; Wong, W.; Gould, A. E.; Rizzo, C. J.; Barbosa, J.; Komiyama, K.; Omura, S. J. Am. Chem. Soc. 1996, 118, 8308-8315. Smith, A. B., III; Barbosa, J.; Wong, W.; Wood, J. L. J. Am. Chem. Soc. 1996, 118, 8316-8328. For other synthetic approaches to the trienomycins and related mycotrienins, see: Masse, C. E.; Yang, M.; Solomon, J.; Panek, J. S. J. Am. Chem. Soc. 1998, 120, 4123-4134. Yadav, J. S.; Praveen Kumar, T. K.; Maniyan, P. P. Tetrahedron Lett. 1993, 34, 2965-2968. Fürstner, A.; Baumgartner, J. Tetrahedron 1993, 49, 8541-8560.
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7. Smith, A. B., III; Barbosa, J.; Wong, W.; Wood, J. L. J. Am. Chem. Soc. 1995, 117, 10777-10778. Smith, A. B., III; Wood, J. L.; Wong, W.; Gould, A. E.; Rizzo, C. J.; Barbosa, J.; Komiyama, K.; Omura, S. J. Am. Chem. Soc. 1996, 118, 8308-8315. Smith, A. B., III; Barbosa, J.; Wong, W.; Wood, J. L. J. Am. Chem. Soc. 1996, 118, 8316-8328. For other synthetic approaches to the trienomycins and related mycotrienins, see: Masse, C. E.; Yang, M.; Solomon, J.; Panek, J. S. J. Am. Chem. Soc. 1998, 120, 4123-4134. Yadav, J. S.; Praveen Kumar, T. K.; Maniyan, P. P. Tetrahedron Lett. 1993, 34, 2965-2968. Fürstner, A.; Baumgartner, J. Tetrahedron 1993, 49, 8541-8560.
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32. The selectivity was 2:1 in favor of acylation at C(11). In addition, a small amount (<7%) of bis acylated material was isolated.