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Updated: Jun 19, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Total synthesis of (-)-uniflorine A
Camilla Parmeggiani1, Daniele Martella, Francesca Cardona
1Dipartimento di Chimica Organica Ugo Schiff, Laboratorio di Progettazione, Sintesi e Studio di Eterocicli Biologicamente Attivi (HeteroBioLab), Università di Firenze, via della Lastruccia 13, I-50019 Sesto Fiorentino (FI), Italy.
Abstract:
Total synthesis of (-)-uniflorine A (3) has been accomplished in nine steps and 11% overall yield from carbohydrate-based nitrone 5. The key steps of the synthetic strategy were a high regio- and complete stereoselective 1,3-dipolar cycloaddition of alkene 6 with nitrone 5, a Tamao-Fleming reaction for replacing the silicon substituent with a hydroxy group with retention of configuration, and a Mitsunobu reaction to establish the correct configuration of the target molecule at C-6.
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