Issue 7, 1993

Two unexpected but understandable reactions with lithium diisopropylamide (LDA)

Abstract

On treatment with LDA, the acylated oxazolidinones 3 and 10 gave the N-vinylamides 6, 7 and 11 in low yields. The esters 13, on treatment with an excess of LDA at 0 °C, gave a low yield of the β-aminovinyl ketones 15 in addition to the enolates. Methyl benzoate similarly gave the β-aminovinyl ketone 17. Neither the formation of the N-vinylamides nor of the β-aminovinyl ketones was easily made high yielding.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1993, 751-754

Two unexpected but understandable reactions with lithium diisopropylamide (LDA)

S. C. Archibald and I. Fleming, J. Chem. Soc., Perkin Trans. 1, 1993, 751 DOI: 10.1039/P19930000751

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