Tetrahedron letters

N-trimethylsilyl-bis (trifluoromethanesulfonyl) imide: a better carbonyl activator than trimethylsilyl triflate

B Mathieu, L Ghosez

Index: Mathieu, Benoit; Ghosez, Leon Tetrahedron Letters, 1997 , vol. 38, # 31 p. 5497 - 5500

Full Text: HTML

Citation Number: 98

Abstract

N-trimethylsilyl-bis (trifluoromethanesulfonyl) imide (TMSNTf2) was readily prepared from allyltrimethylsilane and bis (trifluoromethanesulfonyl) imide. It was shown to complex carbonyl groups much more effectively than trimethylsilyl triflate. As a result, TMSNTF2 was found to be superior to TMSOTf as a catalyst for the Diels-Alder reaction of methyl acrylate with various dienes.