81733-92-8Relevant 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.
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.
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
