Yadav, J. S. ; Narayana Reddy, P. ; Subba Reddy, B. V. (2010) Stereoselective total synthesis of (−)-ovalicin Synlett, 2010 (3). pp. 457-461. 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-0029-1219191
Abstract
A new synthetic route for epoxyketone 3 is described, which is a key intermediate in Barton's synthesis of ovalicin (1), a powerful anti-angiogenetic inhibitor, from commercially available D-ribose. The key reactions involved in this synthesis are ring-closing metathesis, Rubottom oxidation and Corey-Chaykovsky epoxidation. The subsequent transformations are carried out according to Barton's strategy to complete the total synthesis of (−)-ovalicin.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Thieme Medical Publishers. |
| Keywords: | Ribose; Rubottom Oxidation; Ring-closing Metathesis; Corey-Chaykovsky Epoxidation |
| ID Code: | 63131 |
| Deposited On: | 28 Sep 2011 03:45 |
| Last Modified: | 28 Sep 2011 03:45 |
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