Tetrahedron letters

Novel thiolated amino-alcohols as chiral ligands for copper-catalyzed asymmetric nitro-aldol reactions

…, I Saengswang, U Palita, W Bhanthumnavin…

Index: Mansawat, Woraluk; Saengswang, Ittiphol; U-prasitwong, Palita; Bhanthumnavin, Worawan; Vilaivan, Tirayut Tetrahedron Letters, 2007 , vol. 48, # 24 p. 4235 - 4238

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Citation Number: 30

Abstract

Thiolated amino-alcohols have been synthesized and evaluated as a potential new class of chiral ligands for copper-catalyzed nitro-aldol reactions. The model nitro-aldol reaction took place smoothly at ambient temperature in the presence of catalytic amounts (5–15mol%) of the ligands and copper (II) acetate to afford the nitro-aldol product in good to excellent yield without accompanying dehydration. Amino-alcohol ligands bearing N-(2-alkylthio) benzyl ...

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