Regio- and Stereoselective Copper-Catalyzed Borylation-Protodeboronation of 1,3-Diynes: Access to (<i>Z</i>)-1,3-Enynes.

Burgio, Ariel L; Buchbinder, Nicklas W; Santos, Webster L

Regio- and Stereoselective Copper-Catalyzed Borylation-Protodeboronation of 1,3-Diynes: Access to (Z)-1,3-Enynes.

Burgio, Ariel L; Buchbinder, Nicklas W; Santos, Webster L.

Afiliación

Burgio AL; Department of Chemistry, Virginia Tech, Blacksburg, Virginia 24061, United States.
Buchbinder NW; Department of Chemistry, Virginia Tech, Blacksburg, Virginia 24061, United States.
Santos WL; Department of Chemistry, Virginia Tech, Blacksburg, Virginia 24061, United States.

Org Lett ; 25(15): 2652-2656, 2023 Apr 21.

Article en En | MEDLINE | ID: mdl-37023099

RESUMEN

A facile method to access (Z)-1,3-enynes is realized via sequential copper-catalyzed regio- and stereoselective borylation-protodeboronation of 1,3-diynes. Pinacolborane, copper(II) acetate, and Xantphos as the ligand efficiently install hydrogen and Bpin in a cis fashion, which is followed by rapid hydrolysis with water. The reaction has wide substrate scope and occurs in a chemoselective fashion.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2023 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos

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