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Accessing Stereochemically Rich Sultams via Microwave-Assisted, Continuous Flow Organic Synthesis (MACOS) Scale-out
dc.contributor.author | Organ, Michael G. | |
dc.contributor.author | Hanson, Paul R. | |
dc.contributor.author | Rolfe, Alan | |
dc.contributor.author | Samarakoon, Thiwanka Bandara | |
dc.contributor.author | Ullah, Farman | |
dc.date.accessioned | 2017-04-05T19:58:33Z | |
dc.date.available | 2017-04-05T19:58:33Z | |
dc.date.issued | 2011-08 | |
dc.identifier.citation | Organ, Michael G. et al. “Accessing Stereochemically Rich Sultams via Microwave-Assisted, Continuous Flow Organic Synthesis (MACOS) Scale-Out.” Journal of flow chemistry 1.1 (2011): 32–39. PMC. Web. 5 Apr. 2017. | en_US |
dc.identifier.uri | http://hdl.handle.net/1808/23578 | |
dc.description.abstract | The generation of stereochemically-rich benzothiaoxazepine-1,1′-dioxides for enrichment of high-throughput screening collections is reported. Utilizing a microwave-assisted, continuous flow organic synthesis platform (MACOS), scale-out of core benzothiaoxazepine-1,1′-dioxide scaffolds has been achieved on multi-gram scale using an epoxide opening/SNAr cyclization protocol. Diversification of these sultam scaffolds was attained via a microwave-assisted intermolecular SNAr reaction with a variety of amines. Overall, a facile, 2-step protocol generated a collection of benzothiaoxazepine-1,1′-dioxides possessing stereochemical complexity in rapid fashion, where all 8 stereoisomers were accessed from commercially available starting materials. | en_US |
dc.publisher | Akadémiai Kiadó | en_US |
dc.subject | MACOS | en_US |
dc.subject | Sultam | en_US |
dc.subject | SNAr | en_US |
dc.subject | DOS | en_US |
dc.subject | HTS | en_US |
dc.title | Accessing Stereochemically Rich Sultams via Microwave-Assisted, Continuous Flow Organic Synthesis (MACOS) Scale-out | en_US |
dc.type | Article | en_US |
kusw.kuauthor | Hanson, Paul R. | |
kusw.kudepartment | Chemistry | en_US |
dc.identifier.doi | 10.1556/jfchem.2011.00008 | 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 |