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Traceless Rhodium-Catalyzed Hydroacylation Using Alkyl Aldehydes: The Enantioselective Synthesis of ?-Aryl Ketones.

ABSTRACT: A one-pot three-step sequence involving Rh-catalyzed alkene hydroacylation, sulfide elimination and Rh-catalyzed aryl boronic acid conjugate addition gave products of traceless chelation-controlled hydroacylation employing alkyl aldehydes. The stereodefined ?-aryl ketones were obtained in good yields with excellent control of enantioselectivity. Good variation of all three reaction components is possible.

SUBMITTER: Bouisseau A 

PROVIDER: S-EPMC5396316 | biostudies-literature | 2016 Oct

REPOSITORIES: biostudies-literature

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Traceless Rhodium-Catalyzed Hydroacylation Using Alkyl Aldehydes: The Enantioselective Synthesis of β-Aryl Ketones.

Bouisseau Anaïs A   Gao Ming M   Willis Michael C MC  

Chemistry (Weinheim an der Bergstrasse, Germany) 20160926 44

A one-pot three-step sequence involving Rh-catalyzed alkene hydroacylation, sulfide elimination and Rh-catalyzed aryl boronic acid conjugate addition gave products of traceless chelation-controlled hydroacylation employing alkyl aldehydes. The stereodefined β-aryl ketones were obtained in good yields with excellent control of enantioselectivity. Good variation of all three reaction components is possible. ...[more]

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