Journal of the Chinese Chemical Society

Tetrafluorine??Containing Ketones and Acetoacetates: Synthesis and Mechanistic Study

HJ Tsai, CW Hsieh

Index: Tsai, Hou-Jen; Hsieh, Chi-Wei Journal of the Chinese Chemical Society, 2007 , vol. 54, # 3 p. 749 - 757

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Abstract

Abstract Addition of trimethylsilyl trifluoroacetate to the carbanions of α-fluorobenzyl- phosphonate (3) or diisopropyl (fluorocarbethoxymethyl) phosphonate (9) formed the corresponding intermediates [CF 3 C (O) CFPh]− Li+(10) and [CF 3 C (O) CFCO 2 Et]− Li+(11), respectively. Subsequent protonation, alkylation or allylation of 10 and 11 afforded trifluoromethyl fluorobenzyl ketones 12 and ethyl 2, 4, 4, 4-tetra-fluoroacetoacetates 13. ...

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