Reaction of Enol Ethers with the I2-H2O2 System: Synthesis of 2-Iodo-1-methoxy Hydroperoxides and Their Deperoxidation and Demethoxylation to 2-Iodo Ketones
PREPARATION AND REACTIONS OF 2-SUBSTITUTED 3-TRIMETHYLSILYL-4-EN-1-ONE SYSTEM
作者:Isao Kuwajima、Toshihiko Tanaka、Kunio Atsumi
DOI:10.1246/cl.1979.779
日期:1979.7.5
Various 3-trimethylsilyl-4-en-1-one types of compounds have been prepared by using 3-trimethylsilylallyl alcohol. Some of them can be efficiently converted into the corresponding cyclization products, 3-cyclopenten-1-ols, or dienone types of compounds.
A facile preparation of methyl enol ethers from acetals and ketals using trimethylsilyl iodide
作者:R.D. Miller、D.R. McKean
DOI:10.1016/s0040-4039(00)86821-5
日期:1982.1
Acetals and ketals are converted in high yields to the corresponding methyl vinyl ethers by treatment with trimethylsilyl iodide in the presence of hexamethyldisilazane at room temperature or below.
Hydroxy group-assisted isomerization and alkylation of allylsilanes in basic media. α-(1-trimethylsilyallyl) ketone as an α-alkenyl ketone equivalent.
作者:Hirokazu Urabe、Isao Kuwajima
DOI:10.1016/s0040-4039(00)88311-2
日期:——
Regioselective protonation and alkylation of a certain hydroxyallylsilane have been effected in basicmedia. An application of these reactions to a facile preparation of 3-hydroxy-1,5-hexadiene systems has also been achieved.
Reaction of Enol Ethers with the I2-H2O2 System: Synthesis of 2-Iodo-1-methoxy Hydroperoxides and Their Deperoxidation and Demethoxylation to 2-Iodo Ketones
The reaction of enol ethers with the I2-H2O2 system in diethyl ether affords 2-iodo ketones and the previously unknown 2-iodo-1-methoxy hydroperoxides. In the presence of the I2-H2O2 system, the latter compounds undergo deperoxidation and demethoxylation to form 2-iodo ketones. The reaction conditions were found for the synthesis of 2-iodo ketones from enol ethers in 67-94% yields.