One-pot synthesis of (R)-2-acetoxy-1-indanone from 1,2-indanedione combining metal catalyzed hydrogenation and chemoenzymatic dynamic kinetic resolution

2015 ◽  
Vol 5 (1) ◽  
pp. 150-160 ◽  
Author(s):  
Otto Långvik ◽  
Thomas Sandberg ◽  
Johan Wärnå ◽  
Dmitry Yu. Murzin ◽  
Reko Leino

A heterogeneously catalyzed one-pot reaction for synthesis of (R)-2-acetoxy-1-indanone is described.

Symmetry ◽  
2021 ◽  
Vol 13 (9) ◽  
pp. 1744
Author(s):  
Raffaella Ferraccioli

Metal/lipase-combo catalyzed dynamic kinetic resolution (DKR) of racemic chiral alcohols is a general and practical process to obtain the corresponding enantiopure esters R with quantitative conversion. The use of known Ru-catalysts as well as newly developed homogeneous and heterogeneous metal catalysts (Fe, V) contributed to make the DKR process more sustainable and to expand the substrate scope of the reaction. In addition to classical substrates, challenging allylic alcohols, tertiary alcohols, C1-and C2-symmetric biaryl diols turned out to be competent substrates. Synthetic utility further emerged from the integration of this methodology into cascade reactions leading to linear/cyclic chiral molecules with high ee through the formation of multiple bonds, in a one-pot procedure.


Synlett ◽  
2019 ◽  
Vol 31 (02) ◽  
pp. 171-174
Author(s):  
Gun Hee Han ◽  
Seo Yun Kim ◽  
Ha Rim Lee ◽  
Ji Su Lee ◽  
Yong Sun Park

A novel one-pot asymmetric synthetic method for the direct conversion of bromoacetates into highly substituted hydantoins has been developed. Both enantiomers of 1,3,5-trisubstituted hydantoins were conveniently synthesized through a dynamic kinetic resolution of bromoacetates derived from either ethyl l-lactate or diacetone-d-glucose. The sequential three-component reaction permitted the preparation of (R)- or (S)-1,3,5-trisubstituted hydantoins in yields of 77–51% with enantiomeric ratios of up to 95:5.


2012 ◽  
Vol 291 ◽  
pp. 87-94 ◽  
Author(s):  
Jing Shi ◽  
Xiang Li ◽  
Quanrui Wang ◽  
Yahong Zhang ◽  
Yi Tang

2008 ◽  
Vol 52-53 ◽  
pp. 133-139 ◽  
Author(s):  
Pilar Hoyos ◽  
Andreas Buthe ◽  
Marion B. Ansorge-Schumacher ◽  
José Vicente Sinisterra ◽  
Andrés R. Alcántara

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