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Development of an Oxazole Conjunctive Reagent and Application to the Total Synthesis of Siphonazoles

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 23, Pages 9140-9151

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo9018705

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Funding

  1. University of British Columbia
  2. Canada Research Chair Program
  3. CH
  4. BCKDF
  5. NSERC
  6. CIHR
  7. MerckFrosst Canada

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The preparation of 4-carbethoxy-5-methyl-2-(phenylsulfonyl)methyloxizole and Its use in the elaboration of more complex oxazoles are described. A total synthesis of the unique natural products siphonazoles A and B, illustrates an application of this building block. A discussion of the biological activity of the siphonazoles is also presented.

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