Abstract: The preparation of enol silyl ethers using a carbonyl addition-Brook rearrangement- elimination sequence was studied. The key intermediate a-silyl-@-X-alkoxides could be prepared in several different ways, including the addition of organolithium or hydride reagents to aX-acylsilanes (path a, using RM with R= alkyl, aryl, vinyl, alkynyl, silyl, stannyl, phosphinyl, and cyano), the addition of aX-lithium reagents to acylsilanes (path b, X= ...