scholarly journals Chemoenzymatic Synthesis of trans-β-Aryl-δ-hydroxy-γ-lactones and Enzymatic Kinetic Resolution of Their Racemic Mixtures

Molecules ◽  
2016 ◽  
Vol 21 (11) ◽  
pp. 1552 ◽  
Author(s):  
Andrzej Skrobiszewski ◽  
Witold Gładkowski ◽  
Gabriela Maciejewska ◽  
Czesław Wawrzeńczyk
Keyword(s):  
Kinetic Resolution ◽  
Chemoenzymatic Synthesis ◽  
Enzymatic Kinetic Resolution ◽  
Racemic Mixtures

Enzymatic kinetic resolution of Morita-Baylis-Hillman acetates

2017 ◽  
Vol 28 (9) ◽  
pp. 1169-1174 ◽  
Author(s):  
Wanyama P. Juma ◽  
Varsha Chhiba ◽  
Dean Brady ◽  
Moira L. Bode
Keyword(s):  
Kinetic Resolution ◽  
Enzymatic 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.

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