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


ABSTRACT: 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.

SUBMITTER: Zeng X 

PROVIDER: S-EPMC6207084 | biostudies-literature | 2018 Feb

REPOSITORIES: biostudies-literature

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

Zeng Xiaojun X   Liu Shiwen S   Hammond Gerald B GB   Xu Bo B  

ACS catalysis 20171215 2


We have developed an efficient synthesis of both (<i>Z</i>)- and (<i>E</i>)-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. ...[more]

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