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Synthesis of Cruentaren A
dc.contributor.author | Kusuma, Bhaskar Reddy | |
dc.contributor.author | Brandt, Gary E. L. | |
dc.contributor.author | Blagg, Brian S. J. | |
dc.date.accessioned | 2017-03-28T18:06:05Z | |
dc.date.available | 2017-03-28T18:06:05Z | |
dc.date.issued | 2012-12-21 | |
dc.identifier.citation | Kusuma, B. R., Brandt, G. E. L., & Blagg, B. S. J. (2012). Synthesis of Cruentaren A. Organic Letters, 14(24), 6242–6245. http://doi.org/10.1021/ol302999v | en_US |
dc.identifier.uri | http://hdl.handle.net/1808/23500 | |
dc.description.abstract | Cruentaren A, an antifungal benzolactone produced by the myxobacterium Byssovorax cruenta, is highly cytotoxic against various human cancer cell lines and a highly selective inhibitor of mitochondrial F-ATPase. A convergent and efficient synthesis of cruentaren A is reported, based upon a diastereoselective alkylation, a series of stereoselective aldol reactions utilizing Myers’ pseudoephedrine propionamide, an acyl bromide–mediated esterification and a ring-closing metathesis (RCM) as the key steps. The RCM reaction was applied for the first time towards the total synthesis of cruentaren A, which led to a convergent and efficient synthesis of the natural product. | en_US |
dc.publisher | American Chemical Society | en_US |
dc.rights | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/ol302999v. | en_US |
dc.title | Synthesis of Cruentaren A | en_US |
dc.type | Article | en_US |
kusw.kuauthor | Kusuma, Bhaskar Reddy | |
kusw.kuauthor | Brandt, Gary E. L. | |
kusw.kuauthor | Blagg, Brain S. J. | |
kusw.kudepartment | Chemistry | en_US |
dc.identifier.doi | 10.1021/ol302999v | en_US |
kusw.oaversion | Scholarly/refereed, author accepted manuscript | en_US |
kusw.oapolicy | This item meets KU Open Access policy criteria. | en_US |
dc.rights.accessrights | openAccess |