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◆ Organic Letters2026-02-10· Chemistry

Palladium-Catalyzed Enantioselective [3 + 2] Cycloaddition of Vinylarylcyclopropanes (VACPs) with Photogenerated Ketenes to Tetrahydrofurans

Zhijie Ling, Jianlu Wang, Yang‐Zi Liu, Wei-Ping Deng

原始摘要(英文原文)· Original abstract
A palladium-catalyzed asymmetric [3 + 2] cycloaddition of vinylarylcyclopropanes (VACPs) with photogenerated ketenes is disclosed. This method efficiently constructs tetrahydrofurans featuring a quaternary stereocenter with high yields and excellent enantioselectivity (up to 99% ee). The reaction leverages a visible-light-induced Wolff rearrangement of α-diazoketones and employs a tailored chiral P,S-ligand. The aryl substituent on the VACP is proven crucial for achieving high stereocontrol. The protocol demonstrates broad substrate scope and synthetic utility, providing direct access to valuable tetrahydrofurans.
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Palladium-Catalyzed Enantioselective [3 + 2] Cycloaddition of Vinylarylcyclopropanes (VACPs) with Photogenerated Ketenes to Tetrahydrofurans — 科研速览 Science Skim