Isothiourea-catalysed enantioselective radical conjugate addition under batch and flow conditions

Author:

del Río-Rodríguez Roberto1ORCID,Westwood Matthew T.2ORCID,Sicignano Marina1ORCID,Juhl Martin2ORCID,Fernández-Salas Jose A.13ORCID,Alemán José134ORCID,Smith Andrew D.2ORCID

Affiliation:

1. Departamento de Química Orgánica (Módulo 1), Facultad de Ciencias, Universidad Autónoma de Madrid, 28049-Madrid, Spain

2. EaStCHEM, School of Chemistry, University of St Andrews, North Haugh, Fife, Scotland, KY16 9ST, UK

3. Institute for Advanced Research in Chemical Sciences (IAdChem), Universidad Autónoma de Madrid, 28049 Madrid, Spain

4. Center for Innovation in Advanced Chemistry (ORFEO-CINQA), Universidad Autónoma de Madrid, 28049, Madrid, Spain

Abstract

The photocatalytic generation of α-amino radicals is combined with chiral isothiourea derived α,β-unsaturated acyl ammonium intermediates to generate γ-lactams in good yields and enantioselectivities under batch and flow conditions.

Funder

Carlsbergfondet

Comunidad de Madrid

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Reference44 articles.

1. In Fundamentals of Asymmetric Catalysis , ed. P. J. Walsh and M. C. Kozlowski , University Science Books , York , 2009

2. In Multicatalyst System in Asymmetric Catalysis , ed. J. Zhou , John Wiley & Sons Inc. , Hoboken , 2015

3. E. L.Eliel , S. H.Wilen and L. N.Mander in Stereochemistry of Organic Compounds , Wiley-Interscience , New York , 1994 , pp 1–10

4. J. L.Vicario , D.Badia , L.Carrillo and E.Reyes , Organocatalytic Enantioselective Conjugate Addition Reactions , Royal Society of Chemistry , Cambridge , 2010

5. Recent Advances in Metal-Catalyzed Asymmetric 1,4-Conjugate Addition (ACA) of Nonorganometallic Nucleophiles

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