The debut of chiral cyclic (alkyl)(amino)carbenes (CAACs) in enantioselective catalysis
Abstract
The popularity of NHCs in transition metal catalysis has prompted the development of chiral versions as electron-rich neutral stereodirecting ancillary ligands for enantioselective transformations. Herein we demonstrate that cyclic (alkyl)(amino)carbene (CAAC) ligands can also engage in asymmetric transformations, thereby expanding the toolbox of available chiral carbenes.
- Authors:
-
- Ecole Nationale Supérieure de Chimie de Rennes, Univ Rennes, CNRS, F-35000 Rennes, France
- UCSD–CNRS Joint Research Chemistry Laboratory (UMI 3555), University of California San Diego, La Jolla, USA
- Institut Charles Gerhardt, UMR 5253 CNRS-UM2-UM1-ENSCM, 34296 Montpellier, France
- Publication Date:
- Research Org.:
- Univ. of California, San Diego, CA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES); Alfred P. Sloan Foundation's University Centre for Exemplary Mentoring; National Science Foundation Graduate Research Fellowship Program; National Science Foundation (NSF)
- OSTI Identifier:
- 1544593
- Alternate Identifier(s):
- OSTI ID: 1594493; OSTI ID: 1594494
- Grant/Contract Number:
- SC0009376; DGE-1650112; CHE-1455348
- Resource Type:
- Published Article
- Journal Name:
- Chemical Science
- Additional Journal Information:
- Journal Name: Chemical Science Journal Volume: 10 Journal Issue: 33; Journal ID: ISSN 2041-6520
- Publisher:
- Royal Society of Chemistry
- Country of Publication:
- United Kingdom
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Pichon, Delphine, Soleilhavoup, Michele, Morvan, Jennifer, Junor, Glen P., Vives, Thomas, Crévisy, Christophe, Lavallo, Vincent, Campagne, Jean-Marc, Mauduit, Marc, Jazzar, Rodolphe, and Bertrand, Guy. The debut of chiral cyclic (alkyl)(amino)carbenes (CAACs) in enantioselective catalysis. United Kingdom: N. p., 2019.
Web. doi:10.1039/C9SC02810B.
Pichon, Delphine, Soleilhavoup, Michele, Morvan, Jennifer, Junor, Glen P., Vives, Thomas, Crévisy, Christophe, Lavallo, Vincent, Campagne, Jean-Marc, Mauduit, Marc, Jazzar, Rodolphe, & Bertrand, Guy. The debut of chiral cyclic (alkyl)(amino)carbenes (CAACs) in enantioselective catalysis. United Kingdom. https://doi.org/10.1039/C9SC02810B
Pichon, Delphine, Soleilhavoup, Michele, Morvan, Jennifer, Junor, Glen P., Vives, Thomas, Crévisy, Christophe, Lavallo, Vincent, Campagne, Jean-Marc, Mauduit, Marc, Jazzar, Rodolphe, and Bertrand, Guy. Wed .
"The debut of chiral cyclic (alkyl)(amino)carbenes (CAACs) in enantioselective catalysis". United Kingdom. https://doi.org/10.1039/C9SC02810B.
@article{osti_1544593,
title = {The debut of chiral cyclic (alkyl)(amino)carbenes (CAACs) in enantioselective catalysis},
author = {Pichon, Delphine and Soleilhavoup, Michele and Morvan, Jennifer and Junor, Glen P. and Vives, Thomas and Crévisy, Christophe and Lavallo, Vincent and Campagne, Jean-Marc and Mauduit, Marc and Jazzar, Rodolphe and Bertrand, Guy},
abstractNote = {The popularity of NHCs in transition metal catalysis has prompted the development of chiral versions as electron-rich neutral stereodirecting ancillary ligands for enantioselective transformations. Herein we demonstrate that cyclic (alkyl)(amino)carbene (CAAC) ligands can also engage in asymmetric transformations, thereby expanding the toolbox of available chiral carbenes.},
doi = {10.1039/C9SC02810B},
journal = {Chemical Science},
number = 33,
volume = 10,
place = {United Kingdom},
year = {Wed Aug 21 00:00:00 EDT 2019},
month = {Wed Aug 21 00:00:00 EDT 2019}
}
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https://doi.org/10.1039/C9SC02810B
https://doi.org/10.1039/C9SC02810B
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