Total synthesis of (3R,9R,10R)-panaxytriol via tandem metathesis and metallotropic [1,3]-shift as a key step
- PMID: 18076184
- PMCID: PMC2525611
- DOI: 10.1021/ol702651s
Total synthesis of (3R,9R,10R)-panaxytriol via tandem metathesis and metallotropic [1,3]-shift as a key step
Abstract
Enyne metathesis is unique for its capacity to carry out multiple bond formation in tandem fashion. Its combined use with metallotropic [1,3]-shift allowed for the development of a novel strategy for the total synthesis of a conjugated 1,3-diyne-containing natural product (3R,9R,10R)-panaxytriol.
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Kim M, Lee D. J. Am. Chem. Soc. 2005;127:18024.Hansen EC, Lee D. Acc. Chem. Res. 2006;39:509. For a review of metallotropic [1,3]-shift, see: Lee D, Kim M. Org. Biomol. Chem. 2007;5:3418.
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A review on cross metathesis, see: Connon SJ, Blechert S. Angew. Chem., Int. Ed. 2003;42:1900.
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