Chiral oxazolidines acting as transient hydroxyalkyl-functionalized N-heterocyclic carbenes: an efficient route to air stable copper and gold complexes for asymmetric catalysis

Author:

Pichon-Barré Delphine1ORCID,Zhang Ziyun2,Cador Aël1,Vives Thomas1ORCID,Roisnel Thierry1ORCID,Baslé Olivier3ORCID,Jarrige Lucie1ORCID,Cavallo Luigi2ORCID,Falivene Laura4ORCID,Mauduit Marc1ORCID

Affiliation:

1. Univ Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR UMR 6226, F-35000 Rennes, France

2. King Abdullah University of Science and Technology (KAUST), Chemical and Life Sciences and Engineering, Kaust Catalysis Center, Thuwal 23955-6900, Saudi Arabia

3. LCC-CNRS, Université de Toulouse, CNRS, Toulouse, France

4. Dipartimento di Chimica, Università di Salerno, Via Ponte Don Melillo, I-84084 Fisciano, Italy

Abstract

Well-defined chiral Cu(i) and Au(i) hydroxyalkyl NHC complexes were synthesized from oxazolidines. The copper-catalysts and oxazolidines alone (copper free), demonstrated excellent performances in asymmetric conjugate addition and allylic alkylation.

Funder

Agence Nationale de la Recherche

King Abdullah University of Science and Technology

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Reference45 articles.

1. For a recent book on NHCs, see: S.Díez-González , N-Heterocyclic Carbenes: From Laboratory Curiosities to Efficient Synthetic Tools , Royal Society of Chemistry , Cambridge , 2011

2. An overview of N-heterocyclic carbenes

3. N-Heterocyclic Carbenes in Late Transition Metal Catalysis

4. Smart N-Heterocyclic Carbene Ligands in Catalysis

5. Chiral NHC–metal-based asymmetric catalysis

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