Efficient ring opening of epoxides with trimethylsilyl azide and cyanide catalyzed by erbium (III) triflate

A Procopio, P Costanzo, R Dalpozzo, L Maiuolo…

Index: Procopio, Antonio; Costanzo, Paola; Dalpozzo, Renato; Maiuolo, Loredana; Nardi, Monica; Oliverio, Manuela Tetrahedron Letters, 2010 , vol. 51, # 39 p. 5150 - 5153

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Citation Number: 17

Abstract

As a consequence of the necessity of milder and environmentally friendly reaction conditions, and in continuation of our interest on the application of erbium triflate into organic transformations; in this Letter, we aim to report that Er(OTf) 3 can act as a mild and efficient Lewis acid catalyst for another regio- and stereoselective epoxide ring opening with trimethylsilylazide (TMSN 3 ) and trimethylsilylcyanide (TMSCN) (Scheme 1). ... Moreover, β-hydroxynitriles ...