A practical and efficient enantioselective synthesis of (2S)-3-(tert-butylsulfonyl)-2-benzylpropionic acid, a useful chiral building block for renin inhibitors

1998 ◽  
Vol 76 (9) ◽  
pp. 1304-1307 ◽  
Author(s):  
Yoshifumi Yuasa ◽  
Yoko Yuasa ◽  
Haruki Tsuruta
Keyword(s):  
Building Block ◽  
Enantioselective Synthesis ◽  
Renin Inhibitors ◽  
Chiral Building Block

ChemInform Abstract: The (-)-(2S)-Diethyl 2-Hydroxyhexanedioate, a New Chiral Building Block for Enantioselective Synthesis.

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

Article

1998 ◽  
Vol 76 (9) ◽  
pp. 1304-1307
Author(s):  
Yoshifumi Yuasa ◽  
Yoko Yuasa ◽  
Haruki Tsuruta
Keyword(s):  
Building Block ◽  
Enantioselective Hydrogenation ◽  
Renin Inhibitor ◽  
Renin Inhibitors ◽  
Propenoic Acid ◽  
Chiral Building Block

(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.

scholarly journals A Multigram, Catalytic and Enantioselective Synthesis of Optically Active 4-Methyl-2-cyclohexen-1-one: a Useful Chiral Building Block

Synthesis ◽  
2001 ◽  
Vol 2001 (03) ◽  
pp. 0483-0486 ◽  
Author(s):  
Fabio Bertozzi ◽  
Paolo Crotti ◽  
Ben L. Feringa ◽  
Franco Macchia ◽  
Mauro Pineschi
Keyword(s):  
Building Block ◽  
Optically Active ◽  
Enantioselective Synthesis ◽  
Chiral Building Block

scholarly journals Total synthesis of biselide A

2021 ◽  
Author(s):  
Venugopal Rao Challa ◽  
Daniel Kwon ◽  
Matthew Taron ◽  
Hope Fan ◽  
Baldip Kang ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Building Block ◽  
Chiral Building Block

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.

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