Synthesis

Development of a Robust and Practical Process for the Darzens Condensation and α, β-Epoxide Rearrangement: Scope and Limitations of the Methodology

JM Zimbron, M Seeger-Weibel, H Hirt, F Gallou

Index: Zimbron, Jeremy Malcolm; Seeger-Weibel, Manuela; Hirt, Hans; Gallou, Fabrice Synthesis, 2008 , # 8 p. 1221 - 1226

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Citation Number: 2

Abstract

Abstract A practical and robust process for the Darzens condensation of substituted benzaldehydes and subsequent α, β-epoxy rearrangement is reported. The process developed is both amenable to large scale and parallel synthesis. While electron-poor benzaldehydes gave mixtures of aryl ketones and 2-substituted aryl ketones in mediocre to low yields, electron-rich benzaldehydes were found to react in high yields with complete ...