4.8 Article

Asymmetric α-Hydroxylation of α-Aryl-δ-lactams with Molecular Oxygen under Phase-Transfer Conditions

Journal

ORGANIC LETTERS
Volume 23, Issue 3, Pages 792-796

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c04022

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Funding

  1. JSPS KAKENHI [JP26220803, JP18H01975, JP20H04815]

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An asymmetric synthesis of alpha-aryl-alpha-hydroxy-delta-lactams via phase-transfer-catalyzed hydroxylation with molecular oxygen is described. High yields and high enantioselectivities were achieved using 2,2-diarylvinyl group as an achiral auxiliary, facilitating access to alpha-aryl-alpha-hydroxy-delta-lactam derivatives containing a chiral quaternary center.
An asymmetric synthesis of alpha-aryl-alpha-hydroxy-delta-lactams via phase-transfer-catalyzed hydroxylation with molecular oxygen is described. High yields and high enantioselectivities were achieved using 2,2-diarylvinyl group as an achiral auxiliary. This strategy allows facile access to alpha-aryl-alpha-hydroxy-delta-lactam derivatives containing a chiral quaternary center.

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