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Bifunctional Skipped Dienes through Cu/Pd-Catalyzed Allylboration of Alkynes with B₂pin₂ and Vinyl Epoxides.

ABSTRACT: A method for the use of vinyl epoxides in catalytic allylboration of alkynes is described. This transformation allows for the synthesis of bifunctional skipped dienes bearing both an allylic alcohol and an alkenylboronate from simple starting materials with high regio- and stereoselectivity. These two functionalities provide these products with highly versatile reactivity, as shown by their stereocontrolled conversion into cyclic boron compounds and polyenes.

SUBMITTER: Vazquez-Galinanes N

PROVIDER: S-EPMC9664487 | biostudies-literature | 2022 Nov

REPOSITORIES: biostudies-literature

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Bifunctional Skipped Dienes through Cu/Pd-Catalyzed Allylboration of Alkynes with B2pin2 and Vinyl Epoxides.

Vázquez-Galiñanes Nuria N Velo-Heleno Isabel I Fañanás-Mastral Martín M

Organic letters 20221103 44

A method for the use of vinyl epoxides in catalytic allylboration of alkynes is described. This transformation allows for the synthesis of bifunctional skipped dienes bearing both an allylic alcohol and an alkenylboronate from simple starting materials with high regio- and stereoselectivity. These two functionalities provide these products with highly versatile reactivity, as shown by their stereocontrolled conversion into cyclic boron compounds and polyenes. ...[more]

PMID: 36327136

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