Preparation and Properties of (2,4,6-Tri-tert-butylphenoxy)dimethylsilyl Chloride and (2,4,6-Tri-tert-butylphenoxy)dimethylsilyl Enol Ethers

Article abstract of DOI:10.1021/jo00339a018

(2,4,6-Tri-tert-butylphenoxy)dimethylsilyl chloride (TPS chloride, 3) is an inexpensive and readily prepared silylating agent for ketones.A variety of silyl enol ethers 4 were obtained by reaction of 3 with ketones.The acid- and base-catalyzed rates of hydrolysis of 4 were examined and compared to the rates for the corresponding trimethylsilyl and tert-butyldimethylsilyl enol ethers.