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Synthesis 2022; 54(06): 1661-1669
DOI: 10.1055/a-1671-6602
DOI: 10.1055/a-1671-6602
paper
A Concise Copper-Catalyzed Oxytrifluoromethylation of Allyl Alcohols
We are grateful for the financial support from the Natural Science Foundation of Tianjin (19JCYBJC20200) and Tianjin University for support of this research.
In deep memory of Dr. Ei-ichi Negishi.
Abstract
An efficient oxytrifluoromethylation of 1-aryl-substituted allyl alcohols has been developed using Togni’s reagent II as a trifluoromethylation reagent and copper(I) chloride as a catalyst. This reaction proceeded through a one-pot process of trifluoromethylation followed by nucleophilic attack of the vicinal hydroxyl group. This strategy features good diastereoselectivity and broad substrate scope, which provides a facile access to various 2-aryl-3-(2,2,2-trifluoroethyl)oxiranes.
Key words
oxytrifluoromethylation - allyl alcohols - CF3-substituted epoxides - Togni’s reagent - copper catalysis - 2-(2,2,2-trifluoroethyl)oxiranesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1671-6602.
- Supporting Information
Publication History
Received: 18 September 2021
Accepted after revision: 18 October 2021
Accepted Manuscript online:
18 October 2021
Article published online:
30 November 2021
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