Planar Chiral Rhodium Complex Based on the Tetrahydrofluorenyl Core for Enantioselective Catalysis.


Journal

Organic letters
ISSN: 1523-7052
Titre abrégé: Org Lett
Pays: United States
ID NLM: 100890393

Informations de publication

Date de publication:
05 Dec 2023
Historique:
medline: 6 12 2023
pubmed: 6 12 2023
entrez: 5 12 2023
Statut: aheadofprint

Résumé

A simple four-step route to a chiral tetrahydrofluorenyl rhodium catalyst from naturally occurring (-)-α-pinene was developed. Our approach does not use multistep and time-consuming procedures such as chiral HPLC or diastereomeric resolution. The key to success lies in the face-selective coordination of rhodium to the sterically hindered tetrahydrofluorenyl ligand, giving only one diastereomeric complex. This catalyst proved to be highly efficient for asymmetric C-H annulation of aryl hydroxamates with alkenes (yield up to 95%, 91%

Identifiants

pubmed: 38051945
doi: 10.1021/acs.orglett.3c03726
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Auteurs

Vladimir B Kharitonov (VB)

A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow 119334, Russia.

Evgeniya Podyacheva (E)

A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow 119334, Russia.

Denis Chusov (D)

A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow 119334, Russia.

Yulia V Nelyubina (YV)

A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow 119334, Russia.

Dmitry V Muratov (DV)

A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow 119334, Russia.

Dmitry A Loginov (DA)

A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow 119334, Russia.
Plekhanov Russian University of Economics, Stremyannyi Pereulok 36, Moscow 117997, Russia.

Classifications MeSH