4.8 Article

Toward More Ideal Polyketide Natural Product Synthesis: A Step-Economical Synthesis of Zincophorin Methyl Ester

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 19, Pages 7308-7311

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja201467z

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Funding

  1. National Institute of General Medical Sciences [GM58133]
  2. NSERC
  3. National Science Foundation [CRIF-0840451]
  4. Division Of Chemistry
  5. Direct For Mathematical & Physical Scien [0840451] Funding Source: National Science Foundation

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A highly efficient and step-economical synthesis of zincophorin methyl ester has been achieved. The unprecedented step economy of this zincophorin synthesis is principally due to an application of the tandem silylformylation-crotylsilylation/Tamao oxidation-diastereoselective tautomerization reaction, which achieves in a single step what would typically require a significant multistep sequence.

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