Regio‐ and Stereoselective Hydroelementation of SF5‐Alkynes and Further Functionalizations.

Author:

Popek Lucas1ORCID,Cabrera‐Trujillo Jorge Juan2ORCID,Debrauwer Vincent1ORCID,Blanchard Nicolas1ORCID,Miqueu Karinne2ORCID,Bizet Vincent1ORCID

Affiliation:

1. Université de Haute-Alsace Université de Strasbourg, CNRS, LIMA, UMR 7042 68000 Mulhouse France

2. CNRS/Université de Pau et des Pays de l'Adour, E2S-UPPA, IPREM UMR 5254 64053 Pau cedex 09 France

Abstract

AbstractHerein is described a fully regio‐ and stereoselective hydroelementation reaction of SF5‐alkynes with N, O and S‐nucleophiles and further functionalization of the corresponding Z‐(hetero)vinyl‐SF5 intermediates, a suitable platform to access α‐SF5 ketones and esters, β‐SF5 amines and alcohols under mild reaction conditions. Experimental and computational comparative studies between SF5‐ and CF3‐alkynes have been performed to highlight and explain the difference of reactivity and selectivity observed between these two fluorinated motifs.

Funder

Agence Nationale de la Recherche

Publisher

Wiley

Subject

General Medicine

Reference120 articles.

1. https://www.nobelprize.org/prizes/chemistry/2021/summary/.

2. For reviews about enamine see:

3. Asymmetric Enamine Catalysis

4. Asymmetric Organocatalytic Domino Reactions

5. Asymmetrische organokatalytische Dominoreaktionen

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