Five- and six-membered cyclic α-acylvinyl anionic synthons: Synthesis of α-trimethylsilyl-α,β-unsaturated cycloalkenones and their conversion into 2-(hydroxydimethylsilyl)cycloalk-2-enones through carbon-silicon bond scission

摘要

Five- and six-membered α-trimethylsilyl-α,β-unsaturated cycloalkenones were prepared by the Wurtz-Fittig coupling reaction of the corresponding 6-bromo-1,4-dioxaspiro4,ncycloalk-6-enes with sodium and chlorotrimethylsilane. Upon treatment with anhydrous AlCl3, the compounds underwent carbon-silicon bond scission to yield a novel class of compounds: the 2-(hydroxydimethylsilyl)cycloalk-2-enones. © ARKAT-USA, Inc.