130751-64-3Relevant academic research and scientific papers
Diastereoselective aldol reaction of tin enolate of cyclohexanone catalyzed by metal triflates
Yanagisawa, Akira,Kimura, Kazutaka,Nakatsuka, Yoshinari,Yamamoto, Hisashi
, p. 958 - 960 (1998)
The diastereoselective aldol reaction of tributyltin enolale of cyclohexanone with benzaldehyde was studied in the presence of a catalytic amount of various metal triflates. The highest anti selectivity was observed with Pd(OTf)2, while Zn(OTf)
Dipeptide-catalyzed direct asymmetric aldol reactions in the presence of water
Lei, Meng,Shi, Lanxiang,Li, Gong,Chen, Shilv,Fang, Weihai,Ge, Zemei,Cheng, Tieming,Li, Runtao
, p. 7892 - 7898 (2007)
The l-proline-based dipeptide has been discovered and developed as an efficient catalyst for the direct asymmetric aldol reactions of unmodified ketones with various aldehydes including aromatic, aliphatic, heteroaromatic, and unsaturated aldehydes in the presence of water at 0 °C. The resulted methodology and optimal conditions led to the corresponding aldol products with high yields (up to 94%) and good enantioselectivities (up to 97% ee).
Reactive barium-promoted Reformatsky-type reaction of α- chloroketones with aldehydes
Yanagisawa, Akira,Takahashi, Hiroshi,Arai, Takayoshi
, p. 580 - 581 (2004)
A Reformatsky-type aldol reaction of α-chloroketones with aldehydes has been achieved using reactive barium as a low-valent metal in THF; this one-pot process is more effective for obtaining the desired β-hydroxy ketones in high yields than the stepwise process in which barium enolates are prepared prior to the reaction with aldehydes.
Pepsin-Catalyzed Asymmetric Cross Aldol Reaction Promoted by Ionic Liquids and Deep Eutectic Solvents
Wang, Yun,Chen, Xin-Yi,Liang, Xin-Yi,Liang, Zhi-Hui,Cheng, Hong,Li, Xiang,Li, Li-Ling
, p. 2549 - 2557 (2020)
Abstract: Pepsin was found to catalyze asymmetric cross aldol reactions of aromatic and polycyclicaromatic aldehydes with cyclic ketones in ionic liquids and deep eutectic solvents for the first time. Pepsin exhibited high catalytic activity and excellent
Asymmetric aldol reaction catalyzed by a chiral phosphine-silver complex
Yanagisawa, Akira,Miyake, Ryoji,Yoshida, Kazuhiro
, p. 4248 - 4253 (2014/07/21)
A catalytic asymmetric aldol reaction of alkenyl trihaloacetates or a γ,δ-unsaturated δ-lactone with aldehydes or an α-keto ester was achieved by using a 2,2′-bis(diphenylphosphino)-1,1′- binaphthyl·silver trifluoromethanesulfonate complex as the chiral p
Biheteroaromatic diphosphine oxides-catalyzed stereoselective direct aldol reactions
Rossi, Sergio,Benaglia, Maurizio,Genoni, Andrea,Benincori, Tiziana,Celentano, Giuseppe
supporting information; experimental part, p. 158 - 166 (2011/02/27)
A highly stereoselective direct aldol condensation of ketones to aromatic aldehydes was realized; the trichlorosilyl enolether generated in situ in the presence of tetrachlorosilane is activated by catalytic amounts of an enantiomerically pure biheteroaromatic phosphine oxide to react with aldehydes, coordinated as well as activated by the chiral cationic hypervalent silicon species. This Lewis acid-mediated Lewis base-catalyzed transformation allowed, starting from two carbonyl compounds, to directly synthesize β-hydroxy ketones generally with high anti stereoselectivity and up to 93% ee for the anti isomer.
Dibutyltin dimethoxide and BINAP · silver(I) complex-catalyzed asymmetric aldol reaction of alkenyl trichloroacetates with aldehydes
Yanagisawa, Akira,Ichikawa, Toshikazu,Arai, Takayoshi
, p. 550 - 553 (2008/02/06)
A catalytic asymmetric aldol reaction of alkenyl trichloroacetates with aldehydes was achieved using dibutyltin dimethoxide and BINAP · silver(I) complex as catalysts in a mixed solvent consisting of THF and MeOH. Various optically active β-hydroxy ketone
Yb(OTf)3-TMSCl, a novel catalytic system in cross-aldol reactions
Kagawa, Natsuko,Toyota, Masahiro,Ihara, Masataka
, p. 655 - 657 (2007/10/03)
A combination of Yb(OTf)3 and TMSCl influenced the outcome of cross-aldol reactions of cycloalkanones and benzaldehyde. Interestingly, reaction of cycloheptanone and cyclooctanone with aldehydes under the Yb(OTf)3- TMSCl reagent system provides 3-(2-oxocycloalkyl)-3- phenylpropanals in conjunction with the corresponding aldol products.
Dibutyltin dimethoxide-catalyzed aldol reaction of enol trichloroacetates
Yanagisawa, Akira,Sekiguchi, Takayuki
, p. 7163 - 7166 (2007/10/03)
A catalytic aldol condensation of aldehydes with enol trichloroacetates was achieved using dibutyltin dimethoxide as a novel catalyst in a mixed solvent consisting of THF and MeOH. Various β-hydroxy ketones were diastereoselectively obtained in high yields up to 99%.
