Yadav, Jhillu S. ; Srinivas Reddy, A. ; Suresh Reddy, Ch. ; Subba Reddy, Basi V. ; Saddanapu, Venkateshwarlu ; Addlagatta, Anthony (2011) First stereoselective total synthesis and biological evaluation of amphidinin B and its analogues European Journal of Organic Chemistry, 2011 (4). pp. 696-706. 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.201001205
Abstract
A highly stereoselective first total synthesis of amphidinin B is described. The key steps involved in this synthesis are the generation of the exo-double bond in the C1-C9 segment, the Barbier allylation, enzymatic kinetic resolution, and the construction of the C10-C21 segment by Sharpless asymmetric epoxidation, base-induced epoxide ring-opening, radical cyclization, diastereoselective reduction of the exo-cyclic double bond, one-pot allylation followed by debenzylation, Evans alkylation, and Yamaguchi esterification.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley and Sons. |
| Keywords: | Natural Products; Total Synthesis; Diastereoselectivity; Macrocycles; Chemoselectivity; Oxidation; Enzyme Catalysis |
| ID Code: | 63109 |
| Deposited On: | 28 Sep 2011 03:49 |
| Last Modified: | 28 Sep 2011 03:49 |
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