20152-34-5Relevant articles and documents
Facile isomerization of silyl enol ethers catalyzed by triflic imide and its application to one-pot isomerization-(2 + 2) cycloaddition
Inanaga, Kazato,Ogawa, Yu,Nagamoto, Yuuki,Daigaku, Akihiro,Tokuyama, Hidetoshi,Takemoto, Yoshiji,Takasu, Kiyosei
supporting information; experimental part, p. 658 - 661 (2012/06/01)
A triflic imide (Tf2NH) catalyzed isomerization of kinetically favourable silyl enol ethers into thermodynamically stable ones was developed. We also demonstrated a one-pot catalytic reaction consisting of (2 + 2) cycloaddition and isomerization. In the reaction sequence, Tf2NH catalyzes both of the reactions.
N-heterocyclic carbene-catalyzed silyl enol ether formation
Song, Jinhua J.,Tan, Zhulin,Reeves, Jonathan T.,Fandrick, Daniel R.,Yee, Nathan K.,Senanayake, Chris H.
supporting information; experimental part, p. 877 - 880 (2009/04/07)
N-Heterocyclic carbenes (NHCs) were found to catalyze the silyl transfer from trialkylsilyl ketene acetals to ketones. In the presence of a catalytic amount of NHC 3 (IAd, 0.1 to 5 mol%), a series of enolizable ketones as well as cyclohexanecarboxaldehyde
Lewis acid-catalyzed nucleophilic substitutions of propargylic and allylic silyl ethers with enol silyl ethers
Ishikawa, Teruhiko,Aikawa, Toshiaki,Mori, Yumiko,Saito, Seiki
, p. 51 - 54 (2007/10/03)
(Matrix presented) Nucleophilic reactions of various enol silyl ethers with carbocation species generated from propargyl silyl ethers by the action of a Lewis acid have been developed. The present method is highly useful for the introduction of allenic or
Silazanes/catalytic bases: Mild, powerful and chemoselective agents for the preparation of enol silyl ethers from ketones and aldehydes
Tanabe, Yoo,Misaki, Tomonori,Kurihara, Minoru,Iida, Akira,Nishii, Yoshinori
, p. 1628 - 1629 (2007/10/03)
We have developed an efficient method for the preparation of enol silyl ethers using novel agents, silazanes together with NaH or DBU catalyst, wherein TMS and TBDMS groups were smoothly and chemoselectively introduced into ketones and aldehydes under mil
SYNTHESIS OF t-BUTYLDIMETHYLSILYL ENOL ETHERS FROM STERICALLY HINDERED KETONES
Mander, Lewis N.,Sethi, S. Paul
, p. 5953 - 5956 (2007/10/02)
Ketones react rapidly with t-butyldimethylsilyl triflate and amine bases to form t-butyldimethylsilyl enol ethers in high yield.
PREPARATION OF TERT-BUTYLDIMETHYLSILYL (TBDMS) ENOL ETHERS USING POTASSIUM HYDRIDE IN THE PRESENCE OF TBDMS CHLORIDE
Orban, John,Turner, John V.,Twitchin, Bruce
, p. 5099 - 5102 (2007/10/02)
TBDMS enol ethers can be readily prepared regio- and stereoselectively under equilibrating conditions in high yield by adding potassium hydride to a THF solution of ketone with TBDMS chloride in situ.