Tetrahedron letters

Some unusual reactions of Weinreb amides

GE Keck, SF McHardy, JA Murry

Index: Keck, Gary E.; McHardy, Stanton F.; Murry, Jerry A. Tetrahedron Letters, 1993 , vol. 34, # 39 p. 6215 - 6218

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Citation Number: 29

Abstract

All products obtained in collidine experiments (product 6) from Table I were fully characterized using 1 H and 13 C NMR, IR, and C, H analysis. 1 H NMR spectra for these amides show two singlets for each set of protons corresponding to two different rotamers (≈1:1). A variable temperature 1 H NMR experiment revealed that the rotamers undergo coalescence at ≈70°C. (b) Product 6 (entry c) was treated with tetrabutylammonium fluoride and the reduced amide (product ...

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