Issue 24, 2016

Base- and metal-free decarboxylative aldol reaction of β-ketoacids with glyoxylate hydrates and glyoxal monohydrates in water

Abstract

An environmentally benign decarboxylative aldol reaction of β-ketoacids with glyoxylate and glyoxal monohydrates in water is reported. The reaction proceeds smoothly without any base and metal catalysts, affording the corresponding β-hydroxy ketones in high yields. A preliminary mechanism study of this aldol transformation suggests a stepwise process involving the nucleophilic addition of β-ketoacids to glyoxylate hydrates and glyoxal monohydrates followed by a subsequent decarboxylation reaction.

Graphical abstract: Base- and metal-free decarboxylative aldol reaction of β-ketoacids with glyoxylate hydrates and glyoxal monohydrates in water

Supplementary files

Article information

Article type
Paper
Submitted
28 Sep 2016
Accepted
06 Oct 2016
First published
06 Oct 2016

Green Chem., 2016,18, 6609-6617

Base- and metal-free decarboxylative aldol reaction of β-ketoacids with glyoxylate hydrates and glyoxal monohydrates in water

N. Ren, J. Nie and J. Ma, Green Chem., 2016, 18, 6609 DOI: 10.1039/C6GC02705A

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