Mullapudi, Venkannababu ; Ramana, Chepuri V. (2016) The total synthesis and structural assignment of hexaketide xylarinol B and its C1′-epimer Asian Journal of Organic Chemistry, 5 (3). pp. 417-422. ISSN 2193-5815
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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/ajoc.20...
Related URL: http://dx.doi.org/10.1002/ajoc.201500511
Abstract
The total synthesis of two isomeric hexaketides isolated along with sordarial, which have the proposed relative arabino and ribo configurations, has been executed. A Rh-catalyzed [2+2+2]-alkyne cyclotrimerization has been employed as the key reaction to construct the central dihydroisobenzofuran core. The absolute configuration of the xylarinol B hexaketide has been established as l-arabino. This is the first natural product of this family for which the absolute configuration has been determined, and this can be extended to provide structural details of several of related hexaketides.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley & Sons, Inc. |
| Keywords: | [2+2+2]-Cyclotrimerization; Hexaketides; Sordarial; Wilkinson's Catalyst; Xylarinol B |
| ID Code: | 105881 |
| Deposited On: | 01 Feb 2018 16:49 |
| Last Modified: | 01 Feb 2018 16:49 |
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