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Palladium-Catalyzed Ring Opening of Vinyl Oxetanes Enables Asymmetric Dearomative [6 + 2] Cycloaddition of 3-Nitroindoles to Access Indoline-Fused Oxa-Eight-Membered Rings

作者:Yan Chen, Xinhua Zhang, Zhen‐Hua Wang, Yang Lei, Yong You, Jian‐Qiang Zhao, Ming‐Qiang Zhou, Jihong Lu, Junqing Yin, Wei‐Cheng Yuan · 发表于:Organic Letters · 年份:2025 · DOI:10.1021/acs.orglett.5c03560 · 被引用次数:8 · 研究领域:Synthesis and Catalytic Reactions、Catalytic C–H Functionalization Methods、Asymmetric Hydrogenation and Catalysis

, which enables the ring opening of vinyl oxetanes to drive asymmetric dearomatization of 3-nitroindoles for the enantioselective [6 + 2] cycloaddition, leading to the construction of indoline-fused oxa-eight-membered rings in good yields with high to excellent stereoselectivities (up to 96% yield, >95:5 dr, and 98% ee). This work represents the first example of asymmetric dearomatization of electron-deficient nitroindoles triggered by oxa-π-allylpalladium 1,6-dipoles.