dc.contributor.author | Hanson, Paul R. | |
dc.contributor.author | Chegondi, Rambabu | |
dc.contributor.author | Nguyen, John | |
dc.contributor.author | Thomas, Christopher Daniel | |
dc.contributor.author | Waetzig, Joshua David | |
dc.contributor.author | Whitehead, Alan | |
dc.date.accessioned | 2017-04-18T15:42:57Z | |
dc.date.available | 2017-04-18T15:42:57Z | |
dc.date.issued | 2011-06-03 | |
dc.identifier.citation | Hanson, P. R., Chegondi, R., Nguyen, J., Thomas, C. D., Waetzig, J. D., & Whitehead, A. (2011). Total Synthesis of Dolabelide C: A Phosphate-Mediated Approach. The Journal of Organic Chemistry, 76(11), 4358–4370. http://doi.org/10.1021/jo2003506 | en_US |
dc.identifier.uri | http://hdl.handle.net/1808/23726 | |
dc.description.abstract | The first synthesis of dolabelide C (1), a cytotoxic marine macrolide, is reported utilizing a phosphate tether-mediated approach. Bicyclic phosphates (S,S,SP)-5 and (R,R,RP)-5 serve as the central building blocks for the construction of two major 1,3-anti-diol subunits in 1 through selective cleavage pathways, regioselective olefin reduction and cross-metathesis. Overall, phosphate-mediated processes provided copious amounts of both major subunits allowing for a detailed RCM macrocyclization study to the 24-membered macrolactone 1. | 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 the Journal of Organic Chemistry, 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/jo2003506. | en_US |
dc.title | Total Synthesis of Dolabelide C: A Phosphate-Mediated Approach | en_US |
dc.type | Article | en_US |
kusw.kuauthor | Hanson, Paul R. | |
kusw.kuauthor | Chegondi, Rambabu | |
kusw.kuauthor | Nguyen, John | |
kusw.kuauthor | Thomas, Christopher D. | |
kusw.kuauthor | Waetzig, Joshua D. | |
kusw.kuauthor | Whitehead, Alan | |
kusw.kudepartment | Chemistry | en_US |
dc.identifier.doi | 10.1021/jo2003506 | 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 | |