81733-93-9Relevant academic research and scientific papers
Iron-Modified Mesoporous Silica as an Efficient Solid Lewis Acid Catalyst for the Mukaiyama Aldol Reaction
Xu, Wan,Ollevier, Thierry,Kleitz, Freddy
, p. 1932 - 1944 (2018/03/13)
Fe-MCM-41 and Fe-SBA-15, two different iron-containing mesoporous silicas, were successfully synthesized by a straightforward and versatile method using iron acetylacetonate as a metal precursor. pH adjustment with ammonia during the synthesis was found t
Gallium(III) triflate catalyzed diastereoselective mukaiyama aldol reaction by using low catalyst loadings
Plancq, Baptiste,Justafort, Lyse Carole,Lafantaisie, Mathieu,Ollevier, Thierry
supporting information, p. 6525 - 6529 (2013/11/06)
A mild method for the diastereoselective Mukaiyama aldol reaction is reported. By using a low loading of the gallium(III) triflate catalyst (down to 0.01 mol-%), the transformation proceeds efficiently to afford the corresponding β-hydroxy ketones in yields up to 92a€‰%. To the best of our knowledge, this is the first report of a metal triflate acting as a safe, bench-stable, and slow-releasing source of triflic acid for the Mukaiyama aldol reaction. A diastereoselective Mukaiyama aldol reaction was performed under mild conditions with a low loading of the gallium(III) triflate catalyst (down to 0.01 mol-%). The transformation proceeded efficiently to afford the corresponding β-hydroxy ketones in yields up to 92a€‰%. Copyright
Direct, practical, and powerful crossed aldol additions between ketones and ketones or aldehydes utilizing environmentally benign TiCl4-Bu3N reagent
Tanabe, Yoo,Matsumoto, Noriaki,Higashi, Takahiro,Misaki, Tomonori,Itoh, Tomotaka,Yamamoto, Misako,Mitarai, Kumi,Nishii, Yoshinori
, p. 8269 - 8280 (2007/10/03)
An efficient TiCl4-Bu3N - (cat. TMSCl)-promoted aldol addition between ketones and ketones or aldehydes was performed. This environmentally benign method is advantageous from a green chemical viewpoint with regard to yield, substrate
Phosphine/Lewis acid mediated Reformatsky-type reaction of α-bromoketone or -thioester derivatives
Hashimoto, Yukihiko,Kikuchi, Satoshi
, p. 126 - 127 (2007/10/03)
The combination of (?-tolyl)3P/TiCl4 effectively promoted the Reformatsky-type reaction of α-bromoketone or -thioester derivatives with various aldehydes, and the corresponding β-hydroxy carbonyl compounds were obtained in good yield
Diarylborinic acids as efficient catalysts for selective dehydration of aldols
Ishihara, Kazuaki,Kurihara, Hideki,Yamamoto, Hisashi
, p. 597 - 599 (2007/10/03)
Diarylborinic acids with electron-withdrawing substituents at their aryl groups are efficient Lewis acid catalysts for Mukaiyama aldol condensation and selective dehydration of anti-aldols to α,β-enones in the presence of syn-aldols. The Lewis acidities of diarylborinic acids are much higher than those of the corresponding arylboronic acids.
TiCl4/Bu3N/(catalytic TMSOTf): Efficient agent for direct aldol addition and claisen condensation
Yoshida, Yoshihiro,Hayashi, Ryosuke,Sumihara, Hiromasa,Tanabe, Yoo
, p. 8727 - 8730 (2007/10/03)
TiCl4/Bu3N conducts highly efficient cross aldol additions between different ketones and between ketones and aldehydes, in good to excellent yields with high syn-stereoselectivities. As an extension, direct Claisen condensation between methyl esters was also promoted by TiCl4/Bu3N with 0.05 equiv of TMSOTf co-catalyst.
Novel Reactive Silyl Enolates. Highly Stereoselective Aldol and Michael Reactions without Catalysts
Kobayashi, Shu,Nishio, Koichi
, p. 2647 - 2649 (2007/10/02)
Novel silyl enolates, prepared in situ from ketones and dimethylsilyl ditriflate (Me2Si(OTf)2) in the presence of a tertiary amine, reacted smoothly with electrophiles such as aldehydes, acetals, or α,β-unsaturated ketones without catalyst at -78 deg C to
Crossed Aldol Type Condensation Reactions in Aqueous Media
Chan, T. H.,Li, C. J.,Wei, Z. Y.
, p. 505 - 507 (2007/10/02)
Directed crossed aldol type condensations can be carried out in aqueous media using α-halocarbonyl compounds, aldehydes, and metallic zinc or tin.
SYNTHETIC CONTROL LEADING TO CHIRAL COMPOUNDS
Mukaiyama, Teruaki,Iwasawa, Nobuharu,Stevens, Rodney W.,Haga, Toru
, p. 1381 - 1390 (2007/10/02)
A highly diastereoselective cross aldol reaction is developed using divalent tin enolates formed from stannous trifluoromethanesulfonate and carbonyl compounds.The reaction is extended to a highly enantioselective cross aldol reaction employing chiral dia
ERYTHRO-SELECTIVE ALDOL REACTION USING PHENYLDICHLOROBORANE
Hamana, Hiroshi,Sasakura, Kazuyuki,Sugasawa, Tsutomu
, p. 1729 - 1732 (2007/10/02)
High erythro-selectivity could be attained in the aldol reaction of ethyl ketones with aldehydes using phenyldichloroborane in the presence of ethyldiisopropylamine.
