Volume 19, Issue 2
Preparative Organic Chemistry
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ChemInform Abstract: Reaction of Acetylenic and Vinylic Organolithium Reagents with Triethoxycarbenium Tetrafluoroborate: Preparation of α-Acetylenic and α-Ethylenic Triethyl Orthocarboxylates.

G. PICOTIN

G. PICOTIN

Lab. Chim. Orgnaomet., CNRS, Univ., 86022 Poitiers, France

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P. MIGINIAC

P. MIGINIAC

Lab. Chim. Orgnaomet., CNRS, Univ., 86022 Poitiers, France

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First published: January 12, 1988

Abstract

The reaction mentioned in the title yields selectively the triethyl orthocarboxylates (III).

ChemInform Abstract

The reaction mentioned in the title yields selectively the triethyl orthocarboxylates (III). Lithiation of the silyl enol ether (IV) and subsequent treatment with (II) produce the cyclohexanone orthocarboxylate (V). Application of this method to Grignard compounds does not give any satisfactory results.

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