Kashinath, K. ; Jachak, Gorakhnath R. ; Athawale, Paresh R. ; Marelli, Udaya Kiran ; Gonnade, Rajesh G. ; Reddy, D. Srinivasa (2016) Total Synthesis of the Marine Natural Product Solomonamide B Necessitates Stereochemical Revision Organic Letters, 18 (13). pp. 3178-3181. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/acs.orglett.6b01395
Related URL: http://dx.doi.org/10.1021/acs.orglett.6b01395
Abstract
The first total synthesis of the proposed structure of solomonamide B has been achieved. However, the 1H and 13C NMR spectral data of the synthesized compound was not exactly matching with that of the natural solomonamide B. This prompted us to revise the originally proposed structure, in particular, the stereochemistry of the nonpeptide part, which was confirmed by its total synthesis. During the course of the synthesis, we have developed an interesting hydroxy group directed Wacker oxidation of internal olefins in a macrocyclic setting.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society |
| ID Code: | 121934 |
| Deposited On: | 23 Jul 2021 08:41 |
| Last Modified: | 23 Jul 2021 08:41 |
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