1196-73-2Relevant academic research and scientific papers
Enol Acetates: Versatile Substrates for the Enantioselective Intermolecular Tsuji Allylation
Liu, Ji,Mishra, Sourabh,Aponick, Aaron
, p. 16152 - 16158 (2018)
A highly versatile enantioselective intermolecular Tsuji allylation that generates alpha-quaternary stereocenters is reported. The methodology utilizes a prochiral enol acetate as a substrate, which is the last class of the original Tsuji substrates to be
Synthesis and antimicrobial activity of imidazolium and triazolium chiral ionic liquids
Borowiecki, Pawel,Milner-Krawczyk, Malgorzata,Brzezinska, Dominika,Wielechowska, Monika,Plenkiewicz, Jan
, p. 712 - 720 (2013/03/14)
A simple and efficient procedure for the synthesis of new optically active imidazolium and triazolium ionic liquids in a three step reaction sequence is described. In the first step, the ring opening of 1,2-butylene oxide by imidazole or 1,2,4-triazole re
Unprecedented Route to Enolates from Silyl Enol Ethers and Enol Acetates: Reaction with Hard and Soft Electrophiles
Duhamel, Pierre,Cahard, Dominique,Poirier, Jean-Marie
, p. 2509 - 2512 (2007/10/02)
Reaction of silyl enol ethers with lithium, sodium or better, potassium alkoxides resulted in a rapid formation of enolates which were trapped with hard electrophiles and benzaldehyde.Moreover, in the aldolisation reaction, only a catalytic amount of alka
Enzyme-mediated enantioface-differentiating hydrolysis of α-substituted cycloalkanone enol esters
Matsumoto, Kazutsugu,Tsutsumi, Seiji,Ihori, Tamiko,Ohta, Hiromichi
, p. 9614 - 9619 (2007/10/02)
A new type of enzymatic hydrolysis, enantioface-differentiating hydrolysis of enol esters, is disclosed. As a result of screening, Pichia miso IAM 4682, a type of yeast, was selected as the best strain to perform the enantioselective hydrolysis of enol esters to give α-chiral ketones. For example, incubation of 1-acetoxy-2-methylcyclohexene (4a) with P. miso afforded (S)-2-methylcyclohexanone (5) in high optical yield. This enzymatic hydrolysis is applicable to various α-substituted cycloalkanone enol esters, and thereby chiral six-, eight-, ten-, and twelve-membered-ring ketones of 70-96% enantiomeric excess (ee) are easily prepared.
REGIOSPECIFIC SYNTHESIS OF α-ARYLSULFONOXY KETONES FROM KETONE DERIVATIVES
Hoffman, Robert V.,Carr, C. Sean
, p. 5811 - 5812 (2007/10/02)
Isomeric enol ester, enamine, and silyl enol ether derivatives of unsymmetrical ketones are converted regiospecifically to α-arylsulfonoxy ketones with arylsulfonyl peroxides.
A regiospecific and stereospecific route to enol carbonates and carbamates: closer look at a "naked anion"
Olofson,Cuomo, John
, p. 819 - 822 (2007/10/02)
A fluoride ion catalyzed reaction which affords the title compounds in good yield from enol silyl ethers is described.
