American Chemical Society
cs2c04926_si_001.pdf (18 MB)

Simultaneous Dual Cu/Ir Catalysis: Stereodivergent Synthesis of Chiral β‑Lactams with Adjacent Tertiary/Quaternary/Tertiary Stereocenters

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journal contribution
posted on 2023-02-06, 13:08 authored by Jialin Qi, Tingting Song, Zhenning Yang, Shuzhe Sun, Chen-Ho Tung, Zhenghu Xu
A stereodivergent synthesis of chiral β-lactams with contiguous tertiary/quaternary/tertiary stereocenters has been achieved by a Cu/Ir-catalyzed three-component interrupted Kinugasa allylic alkylation reaction. The two catalysts independently exert high local stereocontrol, providing access to four of the eight possible stereoisomers in high yields with >99% ee. The features of this strategy are the asymmetric simultaneous dual metal-catalyzed cascade reactions with stereoselective coupling of highly transient organometallic intermediates.