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. 2015 Jul 6;357(10):2233-2237.
doi: 10.1002/adsc.201500313. Epub 2015 Jul 14.

Rhodium(I)-Catalyzed Intermolecular Hydroacylation of α-Keto Amides and Isatins with Non-Chelating Aldehydes

Kevin G M Kou  1 , Lauren E Longobardi  2 , Vy M Dong  3
Affiliations

Rhodium(I)-Catalyzed Intermolecular Hydroacylation of α-Keto Amides and Isatins with Non-Chelating Aldehydes

Kevin G M Kou et al. Adv Synth Catal. .

Abstract

The application of the bidentate, electron-rich bisphosphine ligand, 1,3-bis(dicyclohexyl)phosphine-propane (dcpp), in rhodium(I)-catalyzed intermolecular ketone hydroacylation is herein described. Isatins and α-keto amides are shown to undergo hydroacylation with a variety of non-chelating linear and branched aliphatic aldehydes. Also reported is the synthesis of new bidentate chiral phosphine ligands, and their application in hydroacylation is discussed.

Keywords: P ligands; asymmetric catalysis; hydroacylation; ketone; rhodium.

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Figure 1
Reaction design with amide-bearing ketones.
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