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Development of Asymmetic Deacylative Allylation
dc.contributor.author | Grenning, Alexander J. | |
dc.contributor.author | Van Allen, Christie K. | |
dc.contributor.author | Maji, Tapan | |
dc.contributor.author | Lang, Simon Bouyea | |
dc.contributor.author | Tunge, Jon A. | |
dc.date.accessioned | 2017-04-12T17:21:39Z | |
dc.date.available | 2017-04-12T17:21:39Z | |
dc.date.issued | 2013-07-19 | |
dc.identifier.citation | Grenning, A. J., Van Allen, C. K., Maji, T., Lang, S. B., & Tunge, J. A. (2013). Development of Asymmetric Deacylative Allylation. The Journal of Organic Chemistry, 78(14), 10.1021/jo400793a. http://doi.org/10.1021/jo400793a | en_US |
dc.identifier.uri | http://hdl.handle.net/1808/23637 | |
dc.description.abstract | Herein we present the development of asymmetric deacylative allylation of ketone enolates. The reaction directly couples readily available ketone pronucleophiles with allylic alcohols using facile retro-Claisen cleavage to form reactive intermediates in situ. The simplicity and robustness of the reaction conditions is demonstrated by the preparation of > 6 grams of an allylated tetralone from commercially available materials. Furthermore, use of non-racemic PHOX ligands allows intermolecular formation of quaternary stereocenters directly from allylic alcohols. | 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/jo400793a. | en_US |
dc.title | Development of Asymmetic Deacylative Allylation | en_US |
dc.type | Article | en_US |
kusw.kuauthor | Grenning, Alexander J. | |
kusw.kuauthor | Van Allen, Christie K. | |
kusw.kuauthor | Maji, Tapan | |
kusw.kuauthor | Lang, Simon B. | |
kusw.kuauthor | Tunge, Jon A. | |
kusw.kudepartment | Chemistry | en_US |
dc.identifier.doi | 10.1021/jo400793a | 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 |