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A Formal [4+4] Complementary Ambiphile Pairing (CAP) Reaction: A New Cyclization Pathway for ortho-Quinone Methides
| dc.contributor.author | Samarakoon, Thiwanka Bandara | |
| dc.contributor.author | Hur, Moon Young | |
| dc.contributor.author | Kurtz, Ryan D. | |
| dc.contributor.author | Hanson, Paul R. | |
| dc.date.accessioned | 2017-03-08T19:15:33Z | |
| dc.date.available | 2017-03-08T19:15:33Z | |
| dc.date.issued | 2010-03-21 | |
| dc.identifier.citation | Samarakoon, T. B., Hur, M. Y., Kurtz, R. D., & Hanson, P. R. (2010). A Formal [4+4] Complementary Ambiphile Pairing (CAP) Reaction: A New Cyclization Pathway for ortho-Quinone Methides. Organic Letters, 12(10), 2182–2185. http://doi.org/10.1021/ol100495w | en_US |
| dc.identifier.uri | http://hdl.handle.net/1808/23360 | |
| dc.description.abstract | A formal, one-pot, [4+4] cyclization pathway for the generation of 8-member sultams via in-situ generation of an ortho-quinone methide (o-QM) is reported. The pairing of ambiphilic synthons in a complementary fashion is examined whereby o-fluorobenzenesulfonamides are merged with in-situ-generated o-QM in a formal [4+4] cyclization pathway to afford 5,2,1-dibenzooxathiazocine-2,2-dioxide scaffolds under microwave (mW) conditions. The method reported represents the first use of an o-QM in a formal hetero [4+4] cyclization. | 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/ol100495w | en_US |
| dc.title | A Formal [4+4] Complementary Ambiphile Pairing (CAP) Reaction: A New Cyclization Pathway for ortho-Quinone Methides | en_US |
| dc.type | Article | en_US |
| kusw.kuauthor | Samarakoon, Thiwanka B. | |
| kusw.kuauthor | Hur, Moon y. | |
| kusw.kuauthor | Kurtz, Ryan | |
| kusw.kuauthor | Hanson, Paul R. | |
| kusw.kudepartment | Chemistry | en_US |
| dc.identifier.doi | 10.1021/ol100495w | 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 |
