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Paper | Regular issue | Vol 98, No. 8, 2019, pp.1044-1054
Published online, 17th July, 2019
DOI: 10.3987/COM-19-14112
Synthesis of Optically Acitve γ-Lactams by Palladium Catalyzed Asymmetric Dicarbonylation Reaction of N-Arylsufonyl Homoallylic Amines

Ryosuke Takahashi, Nga Hang Thi Phan, Takuya Suga, Takahiro Soeta, and Yutaka Ukaji*

*Division of Material Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma, Kanazawa, Ishikawa 920-1192, Japan

Abstract

Optically active γ-lactams were prepared by asymmetric dicarbonylation reaction of N-arylsulfonyl homoallylic amines catalyzed by palladium in the presence of copper(I) triflate. By the use of benzyl-substituted bioxazoline ligand, the corresponding γ-lactams were obtained with enantioselectivities of up to 67% ee.