Glyoxylic acid derivatives in asymmetric synthesis

2000 ◽  
Vol 72 (9) ◽  
pp. 1589-1596 ◽  
Author(s):  
Janusz Jurczak ◽  
Tomasz Bauer
Keyword(s):  
Natural Products ◽  
Asymmetric Synthesis ◽  
Glyoxylic Acid ◽  
Optical Purity ◽  
Organic Syntheses ◽  
High Optical Purity ◽  
Derivatives Of

Synthesis of chiral derivatives of glyoxylic acid with special emphasis on N-glyoxyloyl-(2R)-bornane-10,2-sultam is presented. Investigation of glyoxylic acid chiral derivatives in various stereocontrolled organic syntheses showed their excellent ability to provide products of high optical purity. Application of our methodology to the synthesis of natural products and their analogs is presented.

scholarly journals A Reliable Enantioselective Route to Mono-Protected N1-Cbz Piperazic Acid Building Block

Molecules ◽  
2020 ◽  
Vol 25 (24) ◽  
pp. 5939
Author(s):  
Evanthia Papadaki ◽  
Dimitris Georgiadis ◽  
Michail Tsakos
Keyword(s):  
Natural Products ◽  
Amino Acid ◽  
Total Synthesis ◽  
Building Block ◽  
Optical Purity ◽  
Protecting Group ◽  
High Optical Purity

The chiral N1-Cbz, N2-H derivative of the piperazic acid monomer is a valuable building block in the total synthesis of natural products, comprising this nonproteinogenic amino acid. In that context, we wish to report an improved synthetic protocol for the synthesis of both (3R)- and (3S)-piperazic acids bearing the carboxybenzyl protecting group (Cbz) selectively at the N1 position. Our method builds on previously reported protocols, circumventing their potential shortcomings, and optimizing the ultimate selective deprotection at the N2 position, thus, offering an efficient and reproducible pathway to suitably modified piperazates in high optical purity.

Asymmetric Synthesis of 2,2,2-Trifluorophenylethanol of High Optical Purity

Synthesis ◽  
1975 ◽  
Vol 1975 (11) ◽  
pp. 701-701 ◽  
Author(s):  
D. NASIPURI ◽  
Pranab K. BHATTACHARYA
Keyword(s):  
Asymmetric Synthesis ◽  
Optical Purity ◽  
High Optical Purity
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