Tetrahedron

Synthesis of β-fluoroenones and their reductive rearrangement in aqueous media

Y He, N Shen, X Fan, X Zhang

Index: He, Yan; Shen, Nana; Fan, Xuesen; Zhang, Xinying Tetrahedron, 2013 , vol. 69, # 41 p. 8818 - 8823

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Citation Number: 7

Abstract

Abstract In this paper, a simple and efficient preparation of β-fluoroenones, as a mixture of E/Z isomers with the E-isomer as the main product, from 1, 2-allenic ketones by using TBAF· 3H 2 O in water as a nucleophilic fluorination agent has been developed. Moreover, in exploring the synthetic applications of β-fluoroenones, an unprecedented reductive defluorination rearrangement of β-fluoroenones toward enones under mild conditions in ...

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