Tetrahedron

New transformations from a 3-silyloxy 2-aza-1, 3-diene: consecutive Zr-mediated retro-brook rearrangement and reactions with electrophiles

V Gandon, P Bertus, J Szymoniak

文献索引：Gandon, Vincent; Bertus, Philippe; Szymoniak, Jan Tetrahedron, 2000 , vol. 56, # 26 p. 4467 - 4472

全文：HTML全文

被引用次数: 9

摘要

A one-pot procedure for the transformation of the title compound to α-functionalized (silylated) and α, β-unsaturated secondary amides was described. The following steps were involved: a Zr-mediated retro-Brook rearrangement, selective deprotonation with n-BuLi on the organometallic intermediate, and trapping with electrophiles including alkyl and acyl halides and aldehydes. The electrophilic addition step occurred at a stabilized α-silyl ...