Journal
ORGANIC LETTERS
Volume 17, Issue 15, Pages 3754-3757Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b01738
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Funding
- CNRS
- UPMC
- IUF
- Agence Nationale de la Recherche [ANR-09-BLAN-108 SACCAOR, ANR-13-JS07-0013-HELCATS]
- Agence Nationale de la Recherche (ANR) [ANR-13-JS07-0013] Funding Source: Agence Nationale de la Recherche (ANR)
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The first enantioselective metal-catalyzed [2 + 2 + 2] cycloaddition involving a double asymmetric induction has been devised. It relies on the use of an in situ generated chiral cationic rhodium(I) catalyst with a matched chiral ligand/chiral counterion pair. Careful optimization of the catalytic system, as well as of the reaction conditions, led to atroposelective [2 + 2 + 2] pyridone cycloadducts with high ees up to 96%. This strategy outperformed those previously described involving a chiral ligand only or a chiral counterion only.
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