dc.contributor.author | Chegondi, Rambabu | |
dc.contributor.author | Tan, Mary M. L. | |
dc.contributor.author | Hanson, Paul R. | |
dc.date.accessioned | 2017-04-12T18:23:20Z | |
dc.date.available | 2017-04-12T18:23:20Z | |
dc.date.issued | 2011-05-20 | |
dc.identifier.citation | Chegondi, R., Tan, M. M. L., & Hanson, P. R. (2011). Phosphate Tether-Mediated Approach to the Formal Total Synthesis of (-)-Salicylihalamides A and B. The Journal of Organic Chemistry, 76(10), 3909–3916. http://doi.org/10.1021/jo200337v | en_US |
dc.identifier.uri | http://hdl.handle.net/1808/23642 | |
dc.description.abstract | A concise formal synthesis of the cytotoxic macrolides (-)-salicylihalamides A and B is reported. Key features of the synthetic strategy include a chemoselective hydroboration, highly regio- and diastereoselective methyl cuprate addition, Pd-catalyzed formate reduction, and an E-selective ring-closing metathesis to construct the 12-membered macrocycle subunit. Overall, two routes have been developed from a readily prepared bicyclic phosphate (4-steps), a 13-step route and a more efficient 9-step sequence relying on regioselective esterification of a key diol. | 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/jo200337v. | en_US |
dc.title | Phosphate Tether-Mediated Approach to the Formal Total Synthesis of (-)-Salicylihalamides A and B | en_US |
dc.type | Article | en_US |
kusw.kuauthor | Chegondi, Rambabu | |
kusw.kuauthor | Tan, Mary M. L. | |
kusw.kuauthor | Hanson, Paul R. | |
kusw.kudepartment | Chemistry | en_US |
dc.identifier.doi | 10.1021/jo200337v | 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 | |