Investigation of microflow reactor diameter on condensation reactions in L-proline-immobilized polymer monoliths

Author(s):  
Seiya Nonaka ◽  
Hikaru Matsumoto ◽  
Masanori Nagao ◽  
Yu Hoshino ◽  
Yoshiko Miura

The effect of monolith structure and monolith reactor inner diameter on residence time distribution (RTD), and the relationship between RTD and the catalytic efficiency of the asymmetric aldol addition reaction...

ChemInform ◽  
2004 ◽  
Vol 35 (21) ◽  
Author(s):  
Claudio Palomo ◽  
Mikel Oiarbide ◽  
Jesus M. Garcia

2004 ◽  
Vol 33 (2) ◽  
pp. 65-75 ◽  
Author(s):  
Claudio Palomo ◽  
Mikel Oiarbide ◽  
Jesús M. García

2002 ◽  
Vol 80 (6) ◽  
pp. 643-645 ◽  
Author(s):  
Junjie Liu ◽  
Grace DeSantis ◽  
Chi-Huey Wong

This paper describes a structure-based approach to elucidate the stereospecificity, including inversion of enantioselectivity, of the 2-deoxyribose-5-phosphate aldolase-catalyzed asymmetric aldol addition reaction using unnatural substrates designed for the total synthesis of epothilones. In addition, an aldolase variant with Ser-238 being altered for Asp was found to be 2.5 times more effective than the wild type in accepting the unphosphorylated substrate D-glyceraldehyde. A new H-bonding interaction between the Asp-238 carboxylate and the 3-hydroxyl of the substrate was identified and was used to rationalize the rate enhancements.Key words: aldol reaction, 2-deoxyribose-5-phosphate aldolase, mutagenesis, inversion of enantioselectivity.


Synthesis ◽  
2018 ◽  
Vol 50 (09) ◽  
pp. 1827-1840 ◽  
Author(s):  
Eusebio Juaristi ◽  
Carlos Cruz-Hernández ◽  
Perla Hernández-González

Novel organocatalysts derived from (R)- and (S)-proline and incorporating a chiral phosphoramide fragment were rationally designed and subsequently synthesized. These chiral compounds catalyze the enantioselective aldol addition reaction of cyclohexanone to prochiral isatins in the presence of water. These observations are particularly relevant since reports of asymmetric aldol reactions between cyclohexanone­ and isatins catalyzed by chiral secondary amines remain scarce, with primary amines being the most studied and successful catalysts. The present report includes a thorough evaluation of the new bifunctional catalysts that actually give rise to either enantiomer of the chiral product by proper selection of the configuration of the proline moiety.


2008 ◽  
Vol 47 (23) ◽  
pp. 9628-9635 ◽  
Author(s):  
Yangyang Jiang ◽  
Chen Guo ◽  
Hansong Xia ◽  
Iram Mahmood ◽  
Huizhou Liu

Synthesis ◽  
2017 ◽  
Vol 50 (02) ◽  
pp. 211-226 ◽  
Author(s):  
Perla Ramesh ◽  
Devatha Suman ◽  
Koti Reddy

Baclofen is an antispastic drug used as a muscle relaxant in the treatment of the paroxysmal pain of trigeminal neuralgia, spasticity of the spinal cord and cerebral origin. Baclofen resides biological activity exclusively in its (R)-(–)-enantiomer. In this review, various asymmetric synthetic strategies for (R)-(–)-baclofen are described.1 Introduction2 Resolution Synthetic Approaches2.1 Chemical Resolution2.2 Biocatalytic Resolution3 Asymmetric Desymmetrization3.1 Catalytic Enantioselective Desymmetrization3.2 Enzymatic Desymmetrization4 Chiral Auxiliary Induced Asymmetric Synthesis4.1 Asymmetric Michael Addition4.2 Asymmetric Aldol Addition4.3 Asymmetric Nucleophilic Substitution5 Asymmetric Reduction5.1 Catalytic Asymmetric Hydrogenation5.2 Bioreduction6 Catalytic Asymmetric Conjugate Addition7 Conclusion


1994 ◽  
Vol 35 (9) ◽  
pp. 1325-1328 ◽  
Author(s):  
Paulo R.R. Costa ◽  
Maria F.G. Fernandes ◽  
Sergio Pinheiro

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