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Synthesis of New 14-Membered Macrolide Antibiotics via a Novel Ring Contraction Metathesis
Organic Letters (2003)
  • Tsvetelina I. Lazarova, Enanta Pharmaceuticals
  • Sophie M. Binet, Enanta Pharmaceuticals
  • Nha H. Vo, Enanta Pharmaceuticals
  • Jason Chen, Enanta Pharmaceuticals
  • Ly T. Phan, Enanta Pharmaceuticals
  • Yat Sun Or, Enanta Pharmaceuticals
Abstract
A novel ring opening ring closing metathesis (ROM-RCM) was demonstrated for cyclic conjugated dienes, effecting the excision of a C2H2 unit and a net ring contraction. Applying the ring contraction metathesis, new 14-membered ring macrolide antibiotics were synthesized in a single step from existing 16-membered ring macrolides. This new class of macrolide antibiotics will provide access to new therapeutics for the treatment of macrolide-resistant bacterial infections.
Publication Date
2003
DOI
10.1021/ol027322n
Publisher Statement
Reprinted (adapted) with permission from Org. Lett., 2003, 5 (4), pp 443–445. Copyright 2003 American Chemical Society.
Citation Information
Tsvetelina I. Lazarova, Sophie M. Binet, Nha H. Vo, Jason Chen, et al.. "Synthesis of New 14-Membered Macrolide Antibiotics via a Novel Ring Contraction Metathesis" Organic Letters Vol. 5 Iss. 4 (2003) p. 443 - 445
Available at: http://works.bepress.com/jason-shih-hao-chen/9/