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Rhodium-catalyzed asymmetric intramolecular hydroarylation of allenes: access to functionalized benzocycles.

ABSTRACT: A rhodium-catalyzed regio- and enantioselective cyclization of tethered allenylbenzenes is reported. Employing a RhI/Josiphos catalytic system a diverse set of 6-membered, ?-chiral benzocycles were obtained, scaffolds found in many bioactive compounds. Moreover, a gram scale reaction as well as the application of suitable transformations are demonstrated.

SUBMITTER: Berthold D

PROVIDER: S-EPMC6977554 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature

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Rhodium-catalyzed asymmetric intramolecular hydroarylation of allenes: access to functionalized benzocycles.

Berthold Dino D Klett Johannes J Breit Bernhard B

Chemical science 20190910 43

A rhodium-catalyzed regio- and enantioselective cyclization of tethered allenylbenzenes is reported. Employing a Rh<sup>I</sup>/Josiphos catalytic system a diverse set of 6-membered, α-chiral benzocycles were obtained, scaffolds found in many bioactive compounds. Moreover, a gram scale reaction as well as the application of suitable transformations are demonstrated. ...[more]

PMID: 32015818

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