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Ligand-Controlled Regiodivergent Hydroformylation of Ynamides: A Stereospecific and Regioselective Access to 2- and 3-Aminoacroleins

Authors :
Nicolas Girard
Morgan Donnard
Patrick Wagner
Laboratoire d'Innovation Thérapeutique (LIT)
Centre National de la Recherche Scientifique (CNRS)-Université de Strasbourg (UNISTRA)-Institut de Chimie du CNRS (INC)
Laboratoire d'innovation moléculaire et applications (LIMA)
Université de Strasbourg (UNISTRA)-Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
Source :
Organic Letters, Organic Letters, American Chemical Society, 2019, ⟨10.1021/acs.orglett.9b03566⟩
Publication Year :
2019
Publisher :
American Chemical Society (ACS), 2019.

Abstract

International audience; The rhodium-catalyzed hydroformylation of ynamides is described and give selectively access to 2-or 3-aminoacrolein derivatives. The regioselectivity of this carbonylation can be completely controlled at will thanks to the nature of the ligand used. This represent the first example of regiodivergent alkyne hy-droformylation. The influence of the substituents on the differ-ent positions of the ynamide has been investigated and it ap-peared that this reaction is tolerant to a wide range of functional groups

Details

ISSN :
15237052 and 15237060
Volume :
21
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....69f5d12fb4694827f4bf7920e2a7c4a3
Full Text :
https://doi.org/10.1021/acs.orglett.9b03566