Yadav, J. S. ; Venugopal, C. (2007) Synthetic studies on azaspiracid: synthesis of key intermediate for the construction of the FGHI ring system Synlett, 2007 (14). pp. 2262-2266. ISSN 0936-5214
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Official URL: http://www.thieme-connect.com/ejournals/abstract/s...
Related URL: http://dx.doi.org/10.1055/s-2007-985585
Abstract
A highly stereoselective and convergent approach for the key intermediate of the FGHI ring system of azaspiracid is described. The synthesis features the desymmetrization strategy for the construction of the C27-C33 fragment, Masamune-Roush coupling conditions for the C33-C34 bond formation, and Sharpless asymmetric dihydroxylation as the key steps. One more important feature of this synthetic route is that we can synthesize other enantiomers of the FGHI ring system by changing asymmetric hydroboration conditions and valerolactone.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Thieme Medical Publishers. |
| Keywords: | Desymmetrization; Masamune-Roush Coupling Conditions; Sharpless Asymmetric Dihydroxylation; Asymmetric Hydroboration |
| ID Code: | 63056 |
| Deposited On: | 28 Sep 2011 03:34 |
| Last Modified: | 28 Sep 2011 03:34 |
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