Enantioselective Metal-Catalyzed Reductive Coupling of Alkynes with Carbonyl Compounds and Imines: Convergent Construction of Allylic Alcohols and Amines.

Ortiz, Eliezer; Shezaf, Jonathan; Chang, Yu-Hsiang; Krische, Michael J

Ortiz, Eliezer; Shezaf, Jonathan; Chang, Yu-Hsiang; Krische, Michael J.

Afiliación

Ortiz E; University of Texas at Austin, Department of Chemistry, Welch Hall (A5300), 105 E 24 St., Austin, TX 78712, USA.
Shezaf J; University of Texas at Austin, Department of Chemistry, Welch Hall (A5300), 105 E 24 St., Austin, TX 78712, USA.
Chang YH; University of Texas at Austin, Department of Chemistry, Welch Hall (A5300), 105 E 24 St., Austin, TX 78712, USA.
Krische MJ; University of Texas at Austin, Department of Chemistry, Welch Hall (A5300), 105 E 24 St., Austin, TX 78712, USA.

ACS Catal ; 12(14): 8164-8174, 2022 Jul 15.

Article en En | MEDLINE | ID: mdl-37082110

RESUMEN

The use of alkynes as vinylmetal pronucleophiles in intermolecular enantioselective metal-catalyzed carbonyl and imine reductive couplings to form allylic alcohols and amines is surveyed. Related hydrogen auto-transfer processes, wherein alcohols or amines serve dually as reductants and carbonyl or imine proelectrophiles, also are cataloged, as are applications in target-oriented synthesis. These processes represent an emerging alternative to the use of stoichiometric vinylmetal reagents or Nozaki-Hiyama-Kishi (NHK) reactions in carbonyl and imine alkenylation.

Palabras clave

Alkyne; Allylic Alcohol; Allylic Amine; Enantioselective; Hydrogen Transfer; Reductive Coupling

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: ACS Catal Año: 2022 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos

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