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Chem Commun (Camb). 2017 Apr 11;53(30):4270-4273. doi: 10.1039/c7cc01488k.

Enantioselective construction of quaternary tetrahydropyridines by palladium-catalyzed vinylborylation of alkenes.

Author information

1
Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, 200237, Shanghai, China.

Abstract

Here, the highly enantioselective construction of 3,3-disubstituted tetrahydropyridines via Pd(0)-catalyzed asymmetric vinylborylation of (Z)-1-iodo-dienes and B2pin2 in the presence of a (S)-p-CF3-BnPHOX ligand is reported. This process is supposed to be initiated by oxidative addition of Pd(0) to vinyl iodide, followed by transmetallation with B2pin2, insertion of the pendant alkene and reductive elimination of alkyl-Pd(ii)-Bpin.

PMID:
28361147
DOI:
10.1039/c7cc01488k

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