The Acidity of a Carbon Nucleophile Dictates Enantioselectivity and Reactivity in Michael Additions to Aromatic and Aliphatic Enals via Iminium Activation

Author:

Duce Sara1,Alonso Inés12,Lamsabhi Al Mokhtar23,Rodrigo Eduardo1,Morales Sara1,García Ruano José Luis1,Poveda Ana4ORCID,Mauleón Pablo12ORCID,Cid M. Belén12ORCID

Affiliation:

1. Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, 28049 Madrid, Spain

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

3. Departamento de Química, Facultad de Ciencias, Universidad Autónoma de Madrid, 28049 Madrid, Spain

4. Chemical Glycobiology Lab, CIC bioGUNE, Bizkaia Science and Technology Park, Building 800, 48160 Derio-Bizkaia, Spain

Funder

Ministerio de Ciencia e Innovaci?n

Ministerio de Econom?a y Competitividad

Universidad Aut?noma de Madrid

Directorate-General for Research and Innovation

Gobierno de Espa?a

Comunidad de Madrid

Publisher

American Chemical Society (ACS)

Subject

Catalysis,General Chemistry

Reference64 articles.

1. Iminium Catalysis

2. bVicario, J. L.; Reyes, E.; Badia, D.; Carrillo, L.InCatalytic asymmetric conjugate reactions;Cordova, A., Ed.Wiley-VCH:Weinheim, Germany, 2010; p619.

3. cRios, R.; Companyo, X.InComprehensive Enantioselective Organocatalysis: Catalysts, Reactions and Applications;Dalko, P. I., Ed.Wiley-VCH:Weinheim, Germany, 2013; p977.

4. Mechanisms in aminocatalysis

5. Highly enantioselective organocascade intermolecular iminium/enamine Michael addition on enals

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