Mohapatra, Debendra K. ; Das, Pragna P. ; Pattanayak, Manas R. ; Gayatri, Gaddamanugu ; Narahari Sastry, G. ; Yadav, J. S. (2010) Protecting-group directed stereoselective intramolecular Nozaki-Hiyama-Kishi reaction: a concise and efficient total synthesis of amphidinolactone A European Journal of Organic Chemistry, 2010 (25). pp. 4775-4784. ISSN 1434-193X
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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/ejoc.20...
Related URL: http://dx.doi.org/10.1002/ejoc.201000565
Abstract
A convergent total synthesis of amphidinolactone A, a cytotoxic macrolide from the cultured dinoflagellate Amphidinium sp., is described in 13 linear steps. The key step in the synthetic sequence involves an intramolecular Nozaki-Hiyama-Kishi (NHK) reaction for the construction of the 13-membered lactone ring by union of two fragments derived from a single chiral epoxide. The stereochemical outcome of the NHK reaction has been supported by computational studies.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley and Sons. |
| Keywords: | Cytotoxicity; Kinetic Resolution; Olefination; Macrocycles; Lactones |
| ID Code: | 63099 |
| Deposited On: | 28 Sep 2011 03:49 |
| Last Modified: | 28 Sep 2011 03:49 |
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