Tetrahedron letters

α′, α′-disilylated tertiary benzamides as dual ortho-and α′-carbanion synthons: Amide Peterson olefination routes to N-benzoyl enamines, isoquinolines, and …

JC Cuevas, P Patil, V Snieckus

Index: Cuevas, J.-C.; Patil, P.; Snieckus, V. Tetrahedron Letters, 1989 , vol. 30, # 43 p. 5841 - 5844

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Citation Number: 52

Abstract

Abstract α′, α′-Disilylated benzamides 2, prepared by LiTMP/TMSCl in situ trap procedure, constitute ortho-and α′-carbanion synthons which provide N-benzoyl enamines (5), isoquinolines (6), dibenzoazocines (9) by Peterson olefination, and pyrroles (11) by cycloaddition. The conversion of 2 into other useful functionality is described.