4.7 Article

Total Syntheses of All Stereoisomers of Phenatic Acid B

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JOURNAL OF ORGANIC CHEMISTRY
卷 74, 期 22, 页码 8826-8829

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AMER CHEMICAL SOC
DOI: 10.1021/jo901927w

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  1. IRCC, IIT-Bombay
  2. CSIR New Delhi

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The total syntheses of all stereoisomers of phenatic acid B and determination of their absolute configuration are described. The synthetic strategy is based on all efficient combination of the Sharpless asymmetric dihydroxylation, the Johnson-Claisen rearrangement, and hydroboration-oxidation. It involves 11-12 steps and overall yield of 5-8%.

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