99391-22-7Relevant academic research and scientific papers
Achiral co-catalyst induced switches in catalytic asymmetric reactions on racemic mixtures (RRM): From stereodivergent RRM to stereoconvergent deracemization by combination of hydrogen bond donating and chiral amine catalysts
Ma, Guangning,Lin, Shuangzheng,Ibrahem, Ismail,Kubik, Grzegorz,Liu, Leifeng,Sun, Junliang,Cordova, Armando
supporting information, p. 2865 - 2872 (2013/01/15)
A stereochemical divergent approach for the highly enantioselective synthesis of distinct bicyclic products with multiple stereocenters from a racemate using a single chiral catalyst is disclosed. It is based on switches of the overall reaction pathways i
Acidic proteinase from Aspergillus usamii catalyzed Michael addition of ketones to nitroolefins
Xu, Ke-Ling,Guan, Zhi,He, Yan-Hong
body text, p. 108 - 112 (2012/01/13)
A new promiscuous activity of AUAP (acidic proteinase from Aspergillus usamii) was investigated in Michael addition of cyclic and acyclic ketones to aromatic and heteroaromatic nitroolefins in organic media in the presence of water. The yields were obtain
A novel mesoporous silica-grafted organocatalyst for the Michael addition reaction, synthesized via the click method
Jain, Suman L.,Modak, Arindam,Bhaumik, Asim
experimental part, p. 586 - 590 (2011/05/08)
An efficient and recyclable mesoporous silica-grafted bifunctional acid-base organocatalyst for the Michael addition of ketones to β-nitrostyrenes has been synthesized by click chemistry, affording the products with excellent diastereoselectivity. A remar
Organocatalytic synthesis of multiple substituted b[4.4.0]decalin system
Anwar, Shaik,Chang, Hui-Ju,Chen, Kwunmin
supporting information; body text, p. 2200 - 2203 (2011/07/07)
Chemical equations presented. An efficient and unprecedented organocatalytic reaction of γ-nitroketones with α,β-unsaturated aldehydes to give polyfunctionalized [4.4.0] bicyclic skeletons was developed. The diphenylprolinol silyl ether mediated nitro-Mic
C3-symmetric proline-functionalized organocatalysts: Enantioselective michael addition reactions
Moorthy, Jarugu Narasimha,Saha, Satyajit
supporting information; experimental part, p. 6359 - 6365 (2011/03/17)
C3-Symmetric, tripodal catalyst 4 based on 1,3,5- triethylbenzene, which incorporates the features of a molecular receptor, is shown to catalyze Michael addition reactions ofcarbonyl compounds to β-nitrostyrenes in a high stereoselectivity (up to 99:1a dr and up to 98%ee). Copyright
Cyclic nitronates from the diastereoselective addition of 1-trimethylsilyloxycyclohexene to nitroolefins. Starting materials for stereoselective Henry reactions and 1,3-dipolar cycloadditions
Brook, Michael A.,Seebach, Dieter
, p. 836 - 850 (2007/10/02)
Induced by a stoichiometric excess of dichloro(diisopropoxy)-titanium, 1-trimethylsilyloxycyclohexene and (E)-nitroolefins (R-CH=CHNO2, R = C6H5, p-C6H4CH3, p-C6H4OCH3, p-C6H4CN, CH3) combine in CH2Cl2 solution at -90 deg C preferentially with relative topicity ul, opposite to the corresponding reaction of enolates or enamines.The primary products are the epimeric bicyclic nitronates 4-6, which can be separated, and which are converted by KF in MeOH to the alkyl or aryl (nitroethyl)-substituted cyclohexanones 1 and 2 (Table 1).Instead of being solvolysed, the cyclic nitronates 4-6 can be used for nitroaldol additions to give the trisubstituted hexahydrobenzopyranols 15-19.Alternatively, 4-6 can be used in 1,3-dipolar cycloadditions with acrylates to furnish the tricyclic compounds 22-31.In either case, products with four asymmetric carbon atoms (not including acetal centres) are produced diastereoselectively.The addition described here is yet another example of an ul combination of trigonal centres induced by Lewis acids, overriding the influence of the configuration of the donor component.
Reversed Stereochemical Course of the Michael Addition of Cyclohexanone to β-nitrostyrenes by Using 1-(Trimethylsiloxy)cyclohexene/Dichloro(diisopropoxy)titanium
Seebach, Dieter,Brook, Michael A.
, p. 319 - 324 (2007/10/02)
Induced by a stoichiometric excess of dichloro(diisopropoxy)titanium, 1-(trimethylsiloxy)cyclohexene and p-substituted β-nitrostyrenes (Y=H, CH3, CH3O, CN) combine in CH2Cl2 solution at -90 deg preferentially with relative topicity ul - opposite to the co
