New synthesis of a useful C3 chiral building block by a heterogeneous method: enantioselective hydrogenation of pyruvaldehyde dimethyl acetal over cinchona modified Pt/Al2O3 catalysts

1999 ◽  
pp. 1725-1726 ◽  
Author(s):  
Béla Török ◽  
Katalin Balázsik ◽  
Mihály Bartók ◽  
Károly Felföldi ◽  
Mihály Bartók
1998 ◽  
Vol 76 (9) ◽  
pp. 1304-1307
Author(s):  
Yoshifumi Yuasa ◽  
Yoko Yuasa ◽  
Haruki Tsuruta

(2S)-3-(tert-Butylsulfonyl)-2-benzylpropionic acid 1, which is used as the N-terminal chiral building block of renin inhibitors, is synthesized from (Z)-2-(tert-butylsulfonylmethyl)-3-phenyl-2-propenoic acid 6 by enantioselective hydrogenation using Ru-BINAP complexes in the presence of triethylamine with 84% ee. The enantioselective hydrogenation of a substrate with sulfone functionality is first reported.Key words: hydrogenation, enantioselectivity, Ru-BINAP, oxidation, renin inhibitor.


2021 ◽  
Author(s):  
Venugopal Rao Challa ◽  
Daniel Kwon ◽  
Matthew Taron ◽  
Hope Fan ◽  
Baldip Kang ◽  
...  

A total synthesis of the marine macrolide biselide A is described that relies on an enantiomerically enriched α-chloroaldehyde as the sole chiral building block.


2017 ◽  
Vol 13 ◽  
pp. 2153-2156 ◽  
Author(s):  
Shital Kumar Chattopadhyay ◽  
Suman Sil ◽  
Jyoti Prasad Mukherjee

A new synthesis of the important amino acid 2-aminosuberic acid from aspartic acid is reported. The methodology involves the alternate preparation of (S)-2-aminohept-6-enoate ester as a building block and its diversification through a cross-metathesis reaction to prepare the title compounds. The utility of the protocol is demonstrated through the preparation of three suberic acid derivatives of relevance to the design and the synthesis of peptides of biological relevance.


ChemInform ◽  
2010 ◽  
Vol 22 (16) ◽  
pp. no-no
Author(s):  
F. BLASER ◽  
P.-F. DESCHENAUX ◽  
T. KALLIMOPOULOS ◽  
A. JACOT-GUILLARMOD

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