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Issue 44, 2018
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Enantioselective nickel-catalyzed arylative intramolecular 1,4-allylations

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Abstract

The enantioselective nickel-catalyzed desymmetrization of allenyl cyclohexa-2,5-dienones by reaction with arylboronic acids is described. Nickel-catalyzed arylation of the allene gives allylnickel species, which undergo cyclization by 1,4-allylation to produce hexahydroindol-5-ones and hexahydrobenzofuran-5-ones with three contiguous stereocenters in high diastereo- and enantioselectivities.

Graphical abstract: Enantioselective nickel-catalyzed arylative intramolecular 1,4-allylations

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Article information


Submitted
20 Apr 2018
Accepted
09 May 2018
First published
09 May 2018

Chem. Commun., 2018,54, 5622-5625
Article type
Communication

Enantioselective nickel-catalyzed arylative intramolecular 1,4-allylations

T. L. N. Nguyen, C. A. Incerti-Pradillos, W. Lewis and H. W. Lam, Chem. Commun., 2018, 54, 5622
DOI: 10.1039/C8CC03204A

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