Literature DB >> 30449904

Stereoselective Synthesis of the C11-N26 Fragment of Griseoviridin.

Arun K Ghosh1, Hui Lei1.   

Abstract

The C11-N26 fragment of griseoviridin has been prepared enantioselectively. The 1,3-syn diol synthon was derived from lipase-catalyzed selective acylation of(±)-1-(benzyloxy)pent-4-en-2-ol. The conjugated (E,E)-dienylmethyl azide functionality was installed by a Pd-catalyzed allylic azidation reaction.

Entities:  

Keywords:  alkenes; antibiotics; azides; catalysis; palladium

Year:  2002        PMID： 30449904      PMCID： PMC6237188          DOI： 10.1055/s-2002-20037

Source DB:  PubMed          Journal:  Synthesis (Stuttg)        ISSN： 0039-7881            Impact factor:   3.157


  6 in total

1.  The Synthesis of Streptogramin Antibiotics: (-)-Griseoviridin and Its C-8 Epimer Financial support has been provided by the National Institutes of Health (NIH). We thank the NIH for financial support of this study and Drs. Russell Linderman, Donald Walker, Ronald Spohn, and Enrico Marcantoni for their assistance in various stages of this effort.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-05       Impact factor: 15.336

2.  Enzymatic acylation and ring-closing olefin metathesis: a convenient strategy for the lactone moiety of compactin and mevinolin.

Authors:  A K Ghosh; H Lei
Journal:  J Org Chem       Date:  2000-07-28       Impact factor: 4.354

Review 3.  Antibiotics of the virginiamycin family, inhibitors which contain synergistic components.

Authors:  C Cocito
Journal:  Microbiol Rev       Date:  1979-06

4.  Structure of the antibiotic griseoviridin.

Authors:  G I Birnbaum; S R Hall
Journal:  J Am Chem Soc       Date:  1976-03-31       Impact factor: 15.419

5.  Antibiotics that resist resistance.

Authors:  R F Service
Journal:  Science       Date:  1995-11-03       Impact factor: 47.728

6.  A novel route to the vinyl sulfide nine-membered macrocycle moiety of Griseoviridin.

Authors:  E Marcantoni; M Massaccesi; M Petrini; G Bartoli; M C Bellucci; M Bosco; L Sambri
Journal:  J Org Chem       Date:  2000-07-28       Impact factor: 4.354
  6 in total

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