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Hydrogen-Bonding-Assisted Brønsted Acid and Gold Catalysis: Access to Both (E)- and (Z)-1,2-Haloalkenes via Hydrochlorination of Haloalkynes

[Image: see text] We have developed an efficient synthesis of both (Z)- and (E)-chlorohaloalkenes via hydrochlorination of haloalkynes, based on two distinct hydrogen-bond-network-assisted catalytic systems: Brønsted acid catalysis and gold catalysis. Both systems offer high stereoselectivity, good...

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Detalles Bibliográficos
Autores principales: Zeng, Xiaojun, Liu, Shiwen, Hammond, Gerald B., Xu, Bo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6207084/
https://www.ncbi.nlm.nih.gov/pubmed/30410816
http://dx.doi.org/10.1021/acscatal.7b03563
Descripción
Sumario:[Image: see text] We have developed an efficient synthesis of both (Z)- and (E)-chlorohaloalkenes via hydrochlorination of haloalkynes, based on two distinct hydrogen-bond-network-assisted catalytic systems: Brønsted acid catalysis and gold catalysis. Both systems offer high stereoselectivity, good chemical yields, and diverse functional group tolerance.