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New Solutions to the C-12,13 Stereoproblem of Epothilones B and D; Synthesis of a 12,13-Diol-Acetonide Epothilone B Analog

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2006

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Karig, Gunter
Martin, Harry
Mulzer, Johann

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https://doi.org/10.1002/ejoc.200600113
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European Journal of Organic Chemistry. 2006, 2006(15), pp. 3372-3394. ISSN 1434-193X. eISSN 1099-0690. Available under: doi: 10.1002/ejoc.200600113

Zusammenfassung

New approaches are described to the synthesis of epothilone B and a 12,13-diol-acetonide derivative. Specifically the (12Z) double bond is formed quantitatively by a silicon-tethered ring-closing metathesis (RCM) reaction with 85 % selectivity. Alternatively, a direct route to the 12,13-epoxide by cyclization of a 12,13-diol has been developed.

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540 Chemie

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ISO 690GAICH, Tanja, Gunter KARIG, Harry MARTIN, Johann MULZER, 2006. New Solutions to the C-12,13 Stereoproblem of Epothilones B and D; Synthesis of a 12,13-Diol-Acetonide Epothilone B Analog. In: European Journal of Organic Chemistry. 2006, 2006(15), pp. 3372-3394. ISSN 1434-193X. eISSN 1099-0690. Available under: doi: 10.1002/ejoc.200600113
BibTex
@article{Gaich2006Solut-40719,
  year={2006},
  doi={10.1002/ejoc.200600113},
  title={New Solutions to the C-12,13 Stereoproblem of Epothilones B and D; Synthesis of a 12,13-Diol-Acetonide Epothilone B Analog},
  number={15},
  volume={2006},
  issn={1434-193X},
  journal={European Journal of Organic Chemistry},
  pages={3372--3394},
  author={Gaich, Tanja and Karig, Gunter and Martin, Harry and Mulzer, Johann}
}
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