127459-98-7Relevant academic research and scientific papers
Dry and wet prolines for asymmetric organic solvent-free aldehyde-aldehyde and aldehyde-ketone aldol reactions
Hayashi, Yujiro,Aratake, Seiji,Itoh, Takahiko,Okano, Tsubasa,Sumiya, Tatsunobu,Shoji, Mitsuru
, p. 957 - 959 (2007)
Dry and wet prolines were found to catalyze the direct aldol reactions of aldehyde-aldehyde and aldehyde-ketone, respectively, to afford aldols with excellent diastereo- and enantioselectivities, and an organic solvent-free reaction was realized in some c
Chiral amine-polyoxometalate hybrids as highly efficient and recoverable asymmetric enamine catalysts
Luo, Sanzhong,Li, Jiuyuan,Xu, Hui,Zhang, Long,Cheng, Jin-Pei
, p. 3675 - 3678 (2007)
Chiral amine and polyoxometalate (POM) acids were combined to give highly efficient, stereoselective, and recoverable enamine-based catalysts. Less than 1 mol % of chiral amine loading was sufficient for good catalytic activity, and the catalyst could be
Direct enantioselective aldol reactions catalyzed by a proline-thiourea host-guest complex
Reis, ?mer,Eymur, Serkan,Reis, Barbaros,Demir, Ayhan S.
, p. 1088 - 1090 (2009)
Proline-thiourea host-guest complex-catalyzed direct enantioselective aldol reactions have been developed, in which the catalytic activities were evaluated in the direct asymmetric aldol reactions of various aromatic aldehydes and cyclohexanone. The Royal
Organocatalytic asymmetric aldol reaction in the presence of water
Gryko, Dorota,Saletra, Wojciech J.
, p. 2148 - 2153 (2007)
Water was found to be a suitable solvent for the l-prolinethioamide catalysed aldol reaction of various cyclic ketones with aromatic aldehydes. Treatment of 4-nitrobenzaldehyde with as little as 1.2 equiv. of cyclohexanone in the presence of the protonate
Organocatalytic enantioselective direct aldol reaction in aqueous media catalyzed by a bifunctional diamine catalyst
Bisai, Vishnumaya,Singh, Vinod K.
, p. 481 - 484 (2011)
Organocatalytic direct asymmetric anti-aldol reaction was developed in aqueous medium using a BINOL-derived diamine/protic acid bifunctional catalyst. The catalytic protocol could offer the opportunity to access anti-aldol products with high level of enan
Trypsin-catalyzed direct asymmetric aldol reaction
Chen, Yan-Li,Li, Wei,Liu, Yan,Guan, Zhi,He, Yan-Hong
, p. 83 - 87 (2013)
Unnatural catalytic activity of trypsin from porcine pancreas for direct asymmetric aldol reaction was discovered. The reactions between aromatic aldehydes and various ketones gave products in moderate yields and enantioselectivities in the presence of a
Multifunctional phosphoramide-(S)-prolinamide derivatives as efficient organocatalysts in asymmetric aldol and Michael reactions
Cruz-Hernández, Carlos,Landeros, José M.,Juaristi, Eusebio
supporting information, p. 5455 - 5465 (2019/04/05)
The synthesis and evaluation of three novel chiral organocatalysts derived from (S)-proline and containing a bis-amidophosphoryl amine fragment are reported. The structure and conformation of the new compounds were determined by NMR spectroscopy and X-ray crystallographic analysis. The present study represents an effort directed to enhance the performance of (S)-proline-derived organocatalysts in asymmetric aldol and Michael reactions by means of increased steric interactions arising from the incorporation of naphthyl moieties in the catalysts. In the event, the stereoselectivity achieved with naphthyl substituents turned out to be rather similar to that obtained with phenyl analogs. Nevertheless, the new organocatalysts exhibited rather good enantio- and diastereoselectivities in aldol reactions with various isatins and aryl carbaldehydes, affording products with up to 94?:?6 diastereomeric ratios and enantiomeric ratios as high as 95?:?5. Furthermore, products obtained from Michael addition reactions exhibited up to 96?:?4 diastereomeric ratios and enantiomeric ratios as high as 98?:?2.
AZT-prolinamide: The nucleoside derived pyrrolidine catalysts for asymmetric aldol reactions using water as solvent
Naresh, Tumma,Kumar, Togapur Pavan,Haribabu, Kothapalli,Chandrasekhar, Srivari
, p. 1340 - 1345 (2015/01/09)
New pyrrolidine catalysts based on a nucleoside and proline, AZT-prolinamides, were synthesized and successfully employed for the enantioselective direct aldol reaction of aldehydes with ketones. These catalysts proved to be effective in promoting the rea
Biocatalytic asymmetric aldol reaction in buffer solution
Xie, Zong-Bo,Wang, Na,Jiang, Guo-Fang,Yu, Xiao-Qi
supporting information, p. 945 - 948 (2013/02/25)
A green and convenient protocol has been developed for asymmetric cross-aldol reaction. In this Letter, bovine pancreatic lipase (BPL) was first reported to catalyze the aldol reaction and acidic buffer was first used for promiscuous enzymatic aldol react
Biocatalytic direct asymmetric aldol reaction using proteinase from Aspergillus melleus
Yuan, Yi,Guan, Zhi,He, Yanhong
, p. 939 - 944 (2013/08/23)
The direct asymmetric aldol reaction of aromatic aldehydes with cyclic or acyclic ketones was catalyzed by proteinase from Aspergillus melleus (AMP) in acetonitrile in the presence of water. A wide range of substrates could be transformed into the corresp
