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Palladium(II)/Bronsted Acid-Catalyzed Enantioselective Oxidative Carbocyclization-Borylation of Enallenes.


ABSTRACT: An enantioselective oxidative carbocyclization-borylation of enallenes that is catalyzed by palladium(II) and a Brønsted acid was developed. Biphenol-type chiral phosphoric acids were superior co-catalysts for inducing the enantioselective cyclization. A number of chiral borylated carbocycles were synthesized in high enantiomeric excess.

SUBMITTER: Jiang T 

PROVIDER: S-EPMC4471548 | biostudies-literature | 2015 May

REPOSITORIES: biostudies-literature

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Palladium(II)/Brønsted Acid-Catalyzed Enantioselective Oxidative Carbocyclization-Borylation of Enallenes.

Jiang Tuo T   Bartholomeyzik Teresa T   Mazuela Javier J   Willersinn Jochen J   Bäckvall Jan-E JE  

Angewandte Chemie (International ed. in English) 20150324 20


An enantioselective oxidative carbocyclization-borylation of enallenes that is catalyzed by palladium(II) and a Brønsted acid was developed. Biphenol-type chiral phosphoric acids were superior co-catalysts for inducing the enantioselective cyclization. A number of chiral borylated carbocycles were synthesized in high enantiomeric excess. ...[more]

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