20152-33-4Relevant academic research and scientific papers
SYNTHESIS OF t-BUTYLDIMETHYLSILYL ENOL ETHERS FROM STERICALLY HINDERED KETONES
Mander, Lewis N.,Sethi, S. Paul
, p. 5953 - 5956 (1984)
Ketones react rapidly with t-butyldimethylsilyl triflate and amine bases to form t-butyldimethylsilyl enol ethers in high yield.
Rapid Assembly of Protoilludane Skeleton through Tandem Catalysis: Total Synthesis of Paesslerin A and Its Structural Revision
Mogi, Yuzo,Inanaga, Kazato,Tokuyama, Hidetoshi,Ihara, Masataka,Yamaoka, Yousuke,Yamada, Ken-Ichi,Takasu, Kiyosei
, p. 3954 - 3958 (2019)
A multicomponent domino reaction involving three mechanistically distinct Tf2NH-catalyzed reactions was developed. The reaction cascade enables the assembly of a skewed 5/6/4 tricyclic motif with migration of the reactive site with the assistan
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.
Trifluoromethanesulfonic acid catalyzed isomerization of kinetic enol derivatives to the thermodynamically favored isomers
Lee, Phil Ho,Kang, Dongjin,Choi, Subin,Kim, Sunggak
supporting information; scheme or table, p. 3470 - 3473 (2011/08/22)
Trifluoromethanesulfonic acid catalyzed isomerization of kinetic enol derivatives to the thermodynamically favored isomers was developed. Under the present conditions, kinetic enol phosphates, enol acetates and benzoates, and enol sulfonates were smoothly isomerized to produce the corresponding thermodynamically favored isomers in good to excellent yields.
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
New approaches toward the synthesis of (D-homo) steroid skeletons using Mukaiyama reactions
Sarabèr, Florence C. E.,Baranovsky, Alexander,Jansen, Ben J. M.,Posthumus, Maarten A.,De Groot, Aede
, p. 1726 - 1742 (2007/10/03)
New, short, and flexible procedures have been developed for syntheses of steroid and D-homo steroid skeletons. A Mukaiyama reaction between the silyl enol ether of 6-methoxytetralone and 2-methyl-2-cyclopentenone or carvone, with transfer of the silyl gro
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
