Penicillamine as a ligand in the catalytic asymmetric reduction of ketones

2002 ◽  
Vol 80 (8) ◽  
pp. 885-888 ◽  
Author(s):  
Stephen Hanessian ◽  
Eric Jnoff ◽  
Andrew M Griffin

Amino acids derived from D-penicillamine and thiazolidines were studied as ligands for the catalytic asymmetric reduction of ketones with borane. Enantioselectivities up to 83% ee were observed.Key words: asymmetric reduction, penicillamine, thiazolidine, amino acid.

2018 ◽  
Vol 54 (91) ◽  
pp. 12852-12855 ◽  
Author(s):  
Sybrand J. T. Jonker ◽  
Colin Diner ◽  
Göran Schulz ◽  
Hiroaki Iwamoto ◽  
Lars Eriksson ◽  
...  

Metal-free asymmetric catalysis for the synthesis of sterically encumbered amino-acids was developed using allyl- and allenylboronic acid reagents.


2021 ◽  
Author(s):  
Vasco Corti ◽  
Riccardo Riccioli ◽  
Ada Martinelli ◽  
Sofia Sandri ◽  
Mariafrancesca Fochi ◽  
...  

Currently, conventional reductive catalytic methodologies do not guarantee general access to enantioenriched β-branched β-trifluoromethyl α-amino acid derivatives. Herein, a one-pot approach to these important α-amino acids, grounded on the reduction...


2020 ◽  
Vol 11 (40) ◽  
pp. 10984-10990 ◽  
Author(s):  
Xi-Shang Sun ◽  
Xing-Heng Wang ◽  
Hai-Yan Tao ◽  
Liang Wei ◽  
Chun-Jiang Wang

In this study, we developed an efficient Ir-catalyzed cascade umpolung allylation/2-aza-Cope rearrangement for the preparation of a variety of quaternary trifluoromethyl α-ε-amino acids in high yields with excellent enantioselectivities.


2013 ◽  
Vol 24 (6) ◽  
pp. 527-530 ◽  
Author(s):  
Ya-Qing Xu ◽  
Shen-Luan Yu ◽  
Yan-Yun Li ◽  
Zhen-Rong Dong ◽  
Jing-Xing Gao

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