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Updated: Sep 13, 2025

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Cu(I)-Catalyzed Tetradehydro-Diels-Alder Reaction of Enediynols: Modular Assembly of Multi-substituted Fluorenols
Hang Ren1, Fengxiong Li1, Mengmeng Zhu1
1Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, Institute of Advanced Fluorine-Containing Materials, Zhejiang Normal University, 688 Yingbin Road, Jinhua 321004, China.
Abstract:
An efficient and regioselective intramolecular tetradehydro-Diels-Alder (TDDA) reaction of enediynols has been realized under mild conditions. This strategy provided a general, concise, and atom-economical approach to synthesize a diverse array of functionalized fluorenols. In addition, the corresponding fluorenol products are readily converted to highly substituted phenanthrene and benzo[b]fluorene derivatives. Control experiments revealed that the newly developed CuI/ortho-phenylenediamine catalytic system greatly enhanced the reactivity of this transformation.
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