Tetrahedron

α-Triethylsilyl-α-diazoacetone in double cross-aldolisation: convenient acetone equivalent toward 5-hydroxy-1, 3-diketones

…, J Lebreton, G Dujardin, C Gaulon-Nourry, P Gosselin

Index: Lancou, Anthony; Haroun, Heloua; Kundu, Uday K.; Legros, Frederic; Dujardin, Gilles; Gaulon-Nourry, Catherine; Gosselin, Pascal; Zimmermann, Nicolas; Mathe-Allainmat, Monique; Lebreton, Jacques Tetrahedron, 2012 , vol. 68, # 47 p. 9652 - 9657,6 Title/Abstract Full Text Show Details Lancou, Anthony; Haroun, Heloua; Kundu, Uday K.; Legros, Frederic; Zimmermann, Nicolas; Mathe-Allainmat, Monique; Lebreton, Jacques; Dujardin, Gilles; Gaulon-Nourry, Catherine; Gosselin, Pascal Tetrahedron, 2012 , vol. 68, # 47 p. 9652 - 9657

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Citation Number: 4

Abstract

α-Triethylsilyl-α-diazoacetone underwent a sequential aldolisation–deprotection– aldolisation process to access the 2-diazo-3-oxo-1, 5-dihydroxy skeleton with significant diversity. The diazo group could be efficiently removed by treatment with rhodium acetate to afford the corresponding 5-hydroxy-1, 3-diketones.