A unified approach to the tedanolides: total synthesis of (+)-13-deoxytedanolide.
basic_science · Level V
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- Record sourced from PubMed, PMID 15163795.
- Also identified by PMC identifier 514431.
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Abstract
A unified approach for the construction of the potent marine antitumor agents (+)-tedanolide (1) and (+)-13-deoxytedanolide (2) is described. Highlights of the synthetic strategy include the development of a versatile bifunctional dithiane-vinyl iodide linchpin, the unorthodox use of the Evans-Tishchenko reaction, and a late-stage high-risk stereocontrolled introduction of the C(18,19) epoxide to achieve a total synthesis of (+)-13-deoxytedanolide (2).
Medical subject headings
- Macrolides