Development of Enantioselective Palladium‐Catalyzed Alkene Carboalkoxylation Reactions for the Synthesis of Tetrahydrofurans
dc.contributor.author | Hopkins, Brett A. | en_US |
dc.contributor.author | Garlets, Zachary J. | en_US |
dc.contributor.author | Wolfe, John P. | en_US |
dc.date.accessioned | 2015-11-12T21:04:16Z | |
dc.date.available | 2017-01-03T16:21:17Z | en |
dc.date.issued | 2015-11-02 | en_US |
dc.identifier.citation | Hopkins, Brett A.; Garlets, Zachary J.; Wolfe, John P. (2015). "Development of Enantioselective Palladium‐Catalyzed Alkene Carboalkoxylation Reactions for the Synthesis of Tetrahydrofurans." Angewandte Chemie International Edition 54(45): 13390-13392. | en_US |
dc.identifier.issn | 1433-7851 | en_US |
dc.identifier.issn | 1521-3773 | en_US |
dc.identifier.uri | https://hdl.handle.net/2027.42/115961 | |
dc.description.abstract | The Pd‐catalyzed coupling of γ‐hydroxyalkenes with aryl bromides affords enantiomerically enriched 2‐(arylmethyl)tetrahydrofuran derivatives in good yield and up to 96:4 e.r. This transformation was achieved through the development of a new TADDOL/2‐arylcyclohexanol‐derived chiral phosphite ligand. The transformations are effective with an array of different aryl bromides, and can be used for the preparation of products bearing quaternary stereocenters.The construction of enantiomerically enriched tetrahydrofurans is accomplished by asymmetric Pd‐catalyzed cross‐coupling reactions between γ‐hydroxyalkenes and aryl bromides. Use of a palladium catalyst supported by a new TADDOL‐derived chiral phosphite ligand provides the tetrahydrofuran products in good yield with up to 96:4 e.r. (see scheme). | en_US |
dc.publisher | WILEY‐VCH Verlag | en_US |
dc.subject.other | heterocycles | en_US |
dc.subject.other | asymmetric catalysis | en_US |
dc.subject.other | enantioselective synthesis | en_US |
dc.subject.other | palladium | en_US |
dc.title | Development of Enantioselective Palladium‐Catalyzed Alkene Carboalkoxylation Reactions for the Synthesis of Tetrahydrofurans | en_US |
dc.type | Article | en_US |
dc.rights.robots | IndexNoFollow | en_US |
dc.subject.hlbsecondlevel | Chemistry | en_US |
dc.subject.hlbtoplevel | Science | en_US |
dc.description.peerreviewed | Peer Reviewed | en_US |
dc.contributor.affiliationum | Department of Chemistry, University of Michigan, 930. N. University Ave, Ann Arbor, MI 48109‐1055 (USA) | en_US |
dc.description.bitstreamurl | http://deepblue.lib.umich.edu/bitstream/2027.42/115961/1/anie_201506884_sm_miscellaneous_information.pdf | |
dc.description.bitstreamurl | http://deepblue.lib.umich.edu/bitstream/2027.42/115961/2/13390_ftp.pdf | |
dc.identifier.doi | 10.1002/anie.201506884 | en_US |
dc.identifier.source | Angewandte Chemie International Edition | en_US |
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dc.owningcollname | Interdisciplinary and Peer-Reviewed |
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