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Tandem Rh-catalysis: decarboxylative ?-keto acid and alkyne cross-coupling.


ABSTRACT: Herein, we describe a regioselective Rh-catalyzed decarboxylative cross-coupling of ?-keto acids and alkynes to access branched ?,?-unsaturated ketones. Rh-hydride catalysis enables the isomerization of an alkyne to generate a metal-allyl species that can undergo carbon-carbon bond formation. Ketones are generated under mild conditions, without the need for base or activated electrophiles.

SUBMITTER: Cruz FA 

PROVIDER: S-EPMC4851867 | biostudies-other | 2016 Apr

REPOSITORIES: biostudies-other

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Tandem Rh-catalysis: decarboxylative β-keto acid and alkyne cross-coupling.

Cruz Faben A FA   Chen Zhiwei Z   Kurtoic Sarah I SI   Dong Vy M VM  

Chemical communications (Cambridge, England) 20160404 34


Herein, we describe a regioselective Rh-catalyzed decarboxylative cross-coupling of β-keto acids and alkynes to access branched γ,δ-unsaturated ketones. Rh-hydride catalysis enables the isomerization of an alkyne to generate a metal-allyl species that can undergo carbon-carbon bond formation. Ketones are generated under mild conditions, without the need for base or activated electrophiles. ...[more]

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