Dynamic Kinetic Resolution in Enantioselective Reductive Amination of α‐Branched Aldehydes by Lewis Base Organocatalyzed Hydrosilylation

Dynamic kinetic resolution (DKR) represents one of the most efficient strategies to prepare optically active compounds which have shown great potential in asymmetric synthesis. β‐Branched chiral amines widely exist in pharmaceutic chemicals and natural products. In this paper, an enantioselective re...

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Veröffentlicht in:ChemistrySelect (Weinheim) 2017-05, Vol.2 (14), p.4076-4078
Hauptverfasser: Hu, Fang‐Zhi, Chen, Hui, Xu, Xiao‐Ying, Yuan, Wei‐Cheng, Zhang, Xiao‐Mei
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Sprache:eng
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Zusammenfassung:Dynamic kinetic resolution (DKR) represents one of the most efficient strategies to prepare optically active compounds which have shown great potential in asymmetric synthesis. β‐Branched chiral amines widely exist in pharmaceutic chemicals and natural products. In this paper, an enantioselective reductive amination of α‐branched aldehydes via dynamic kinetic resolution has been presented. In the presence of a readily acessible chiral Lewis base catalyst derived from the intermediate of chloramphenicol, the reactions provided various β‐branched chiral amines with moderate to good yields (up to 92 %) in low to moderate enantioselectivities (up to 56 %). Chiral Lewis base organocatalyst promoted reductive amination of α‐branched aldehydes provided various β‐branched amines with moderate to good yields (up to 92 %) in moderate enantioselectivities (up to 56 %).
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.201700495