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Updated: Sep 13, 2025

Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyltroponeiron
Published on: August 12, 2019
Asymmetric Permanganate Oxidative Cyclization of 1,4-Dienoates Enables Direct Access to Chiral Tetrahydrofurans
Xiangxiang Wen1, Shuangshuang Wang1, Rongrong Li1
1Technical Institute of Fluorochemistry, Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China.
Abstract:
The tetrahydrofuran (THF) motif is widely distributed in marine natural products and medicinally important molecules. In this paper, we report an endo,exo-type oxidative cyclization of 1,4-dienes, which provides direct access to trans-2,5-disubstituted THF rings. Through permanganate oxidation controlled by chiral quaternary ammonium salts, catalytic asymmetric oxidative cyclization of 1,4-dienoates was achieved, providing a series of THFs with structural diversity in high enantioselectivities.
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