Enzymatic alkylation of α-cyanoketones by bakers yeast

AJ Smallridge, A Ten, MA Trewhella

Index: Smallridge, Andrew J.; Ten, Abilio; Trewhella, Maurie A. Tetrahedron Letters, 1998 , vol. 39, # 28 p. 5121 - 5124

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Citation Number: 35

Abstract

A mixture of ethyl cyanoacetate (13) (3.18 g, 28 mmol), acetaldehyde (1.26 g, 28 rnmol) and Na 2 HPO 4 (80 mg, 0.56 mmol) in H 2 O (40 ml) (initial pH = 8) was stirred at room temperature for 24 h. The mixture was diluted with saturated sodium chloride (40 ml) and extracted with dichloromethane (3 × 60 ml). The extracts were combined, dried (Na 2 SO 4 ) and evaporated. The residue was subjected to flash-pad chromatography (ether/petrol 40–60 gradient elution) and ...