Stereoselective Synthesis ofD- andL-Carbocyclic Nucleosides by Enzymatically Catalyzed Kinetic Resolution

2012 ◽  
Vol 18 (35) ◽  
pp. 11046-11062 ◽  
Author(s):  
Miriam Mahler ◽  
Bastian Reichardt ◽  
Philip Hartjen ◽  
Jan van Lunzen ◽  
Chris Meier
Keyword(s):  
Kinetic Resolution ◽  
Stereoselective Synthesis ◽  
Carbocyclic Nucleosides

Stereoselective Synthesis ofanti-β-Hydroxy-α-amino Acids through Dynamic Kinetic Resolution

2004 ◽  
Vol 116 (7) ◽  
pp. 900-902 ◽  
Author(s):  
Kazuishi Makino ◽  
Takayuki Goto ◽  
Yasuhiro Hiroki ◽  
Yasumasa Hamada
Keyword(s):  
Amino Acids ◽  
Kinetic Resolution ◽  
Stereoselective Synthesis ◽  
Dynamic Kinetic Resolution

Stereoselective Synthesis ofanti-β-Hydroxy-α-amino Acids through Dynamic Kinetic Resolution

2004 ◽  
Vol 43 (7) ◽  
pp. 882-884 ◽  
Author(s):  
Kazuishi Makino ◽  
Takayuki Goto ◽  
Yasuhiro Hiroki ◽  
Yasumasa Hamada
Keyword(s):  
Amino Acids ◽  
Kinetic Resolution ◽  
Stereoselective Synthesis ◽  
Dynamic Kinetic Resolution

scholarly journals Recent Approaches to Chiral 1,4-Dihydropyridines and their Fused Analogues

Catalysts ◽  
2020 ◽  
Vol 10 (9) ◽  
pp. 1019
Author(s):  
Martins Rucins ◽  
Aiva Plotniece ◽  
Eiva Bernotiene ◽  
Wei-Bor Tsai ◽  
Arkadij Sobolev
Keyword(s):  
Kinetic Resolution ◽  
Stereoselective Synthesis ◽  
Biological Activities ◽  
Great Promise ◽  
Racemic Mixtures ◽  
Treatment Of Hypertension ◽  
Opposite Action ◽  
Recent Developments ◽  
Substantial Progress ◽  
Active Calcium

The purpose of this review is to highlight recent developments in the synthesis of chiral 1,4-dihydropyridines and their fused analogues. 1,4-Dihydropyridines are among the most active calcium antagonists that are used for the treatment of hypertension. Enantiomers of unsymmetrical 1,4-dihydropyridines often show different biological activities and may have even an opposite action profile. Hantzsch synthesis usually produces racemic mixtures of unsymmetrical 1,4-dihydropyridines. Therefore, the development of stereoselective synthesis of 1,4-dihydropyridines is one of the priorities of medicinal chemistry. Over the years, numerous methodologies have been developed for the production of enantiopure 1,4-dihydropyridines, such as stereoselective synthesis using chiral auxiliaries and chiral cyclocondensation partners, chromatographical methods, resolution of diastereomeric 1,4-dihydropyridine salts, enzyme catalysed kinetic resolution, or asymmetrisation of ester groups of 1,4-dihydropyridines. These approaches have been studied in detail and are relatively well established. The catalytic asymmetric approach holds the greatest promise in delivering the most practical and widely applicable methods. Substantial progress has been made toward the development of enantioselective organocatalytic methods for the construction of the chiral dihydropyridines. However, most of them do not provide a convenient way to pharmacologically important 1,4-dihydropyridine-3,5-dicarboxylates. Organocatalytic enantioselective desymmetrisation of prochiral 1,4-dihydropyridine-3,5-dicarbaldehydes also has great promise in the synthesis of pharmacologically important 1,4-dihydropyridine-3,5-dicarboxylates.

scholarly journals Efficient synthesis of α-alkyl-β-amino amides by transaminase-mediated dynamic kinetic resolutions

2019 ◽  
Vol 9 (15) ◽  
pp. 4083-4090 ◽  
Author(s):  
Ángela Mourelle-Insua ◽  
Daniel Méndez-Sánchez ◽  
James L. Galman ◽  
Iustina Slabu ◽  
Nicholas J. Turner ◽  
...  
Keyword(s):  
Kinetic Resolution ◽  
Stereoselective Synthesis ◽  
Efficient Synthesis ◽  
Dynamic Kinetic Resolution ◽  
Amino Amides ◽  
Kinetic Resolutions

A transaminase-catalyzed dynamic kinetic resolution is described for the stereoselective synthesis of a series of α-alkyl-β-amino amides.

Kinetic Resolution, Dynamic Kinetic Resolution and Asymmetric Desymmetrization by N-Heterocyclic Carbene Catalysis

Synthesis ◽  
2019 ◽  
Vol 51 (09) ◽  
pp. 1871-1891 ◽  
Author(s):  
Carmela De Risi ◽  
Olga Bortolini ◽  
Graziano Di Carmine ◽  
Daniele Ragno ◽  
Alessandro Massi
Keyword(s):  
Kinetic Resolution ◽  
Stereoselective Synthesis ◽  
Short Review ◽  
Heterocyclic Carbenes ◽  
Dynamic Kinetic Resolution ◽  
Asymmetric Transformations ◽  
Significant Interest ◽  
Stetter Reactions

N-Heterocyclic carbenes (NHCs) are now well-established organocatalysts for a large number of asymmetric and non-asymmetric transformations. In the last 15 years, there has been significant interest in using NHCs in kinetic resolution (KR), dynamic kinetic resolution (DKR) and asymmetric desymmetrization reactions for the stereoselective synthesis of enantioenriched compounds, with diverse substrates and activation modes being adopted to this end. This short review brings into focus the progress made on NHC-catalyzed KR, DKR, and asymmetric desymmetrization from 2004 until December 2018. The literature discussed in this article is classified on the basis of the type of reaction involving the NHC catalyst.1 Introduction2 Acylation Strategies2.1 O-Acylation2.2 N-Acylation2.3 C-Acylation3 Aldol-Acylation Processes4 Benzoin Reactions5 Stetter Reactions6 Miscellaneous Approaches7 Conclusion

Stereoselective Synthesis of Sofosbuvir through Nucleoside Phosphorylation Controlled by Kinetic Resolution

2018 ◽  
Vol 2018 (20-21) ◽  
pp. 2622-2628 ◽  
Author(s):  
Elena Cini ◽  
Giuseppe Barreca ◽  
Luca Carcone ◽  
Fabrizio Manetti ◽  
Marcello Rasparini ◽  
...  
Keyword(s):  
Kinetic Resolution ◽  
Stereoselective Synthesis

Stereoselective Synthesis of anti-β-Hydroxy-α-amino Acids Through Dynamic Kinetic Resolution.

ChemInform ◽  
2004 ◽  
Vol 35 (22) ◽  
Author(s):  
Kazuishi Makino ◽  
Takayuki Goto ◽  
Yasuhiro Hiroki ◽  
Yasumasa Hamada
Keyword(s):  
Amino Acids ◽  
Kinetic Resolution ◽  
Stereoselective Synthesis ◽  
Dynamic Kinetic Resolution
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