ChemInform Abstract: Asymmetric Synthesis of Arylglycines and Their Use as Chiral Templates for the Stereocontrolled Synthesis of 7,8-Disubstituted 3-Aryl-1,2,3,4-tetrahydroisoquinolin-4-ols.

ChemInform ◽  
2010 ◽  
Vol 33 (18) ◽  
pp. no-no
Author(s):  
Eneritz Anakabe ◽  
Jose L. Vicario ◽  
Dolores Badia ◽  
Luisa Carrillo ◽  
Victoria Yoldi
1991 ◽  
Vol 21 (8-9) ◽  
pp. 1087-1090 ◽  
Author(s):  
Jiang Yao Zhong ◽  
Liu Guilan ◽  
Zhou Changyou ◽  
Piao Hauri ◽  
Wu Lanjun ◽  
...  

1989 ◽  
Vol 19 (19) ◽  
pp. 3337-3342 ◽  
Author(s):  
Mi Aiqiao ◽  
Wang Jing ◽  
Chen Yuanwei ◽  
Yang Guishu ◽  
Jiang Yaozhong

2007 ◽  
Vol 5 (22) ◽  
pp. 3614 ◽  
Author(s):  
Jean-Paul R. Hermet ◽  
Aurélien Viterisi ◽  
Jonathan M. Wright ◽  
Matthew J. McGrath ◽  
Peter O'Brien ◽  
...  

Molecules ◽  
2021 ◽  
Vol 26 (12) ◽  
pp. 3661
Author(s):  
Ahmed Numan ◽  
Matthew Brichacek

Organophosphates have been widely used in agrochemistry, as reagents for organic synthesis, and in biochemistry. Phosphate mimics possessing four unique substituents, and thereby a chirality center, are useful in transition metal catalysis and as nucleotide therapeutics. The catalytic, stereocontrolled synthesis of phosphorus-stereogenic centers is challenging and traditionally depends on a resolution or use of stochiometric auxiliaries. Herein, enantioenriched phosphorus centers have been synthesized using chiral nucleophilic catalysis. Racemic H-phosphinate species were coupled with nucleophilic alcohols under halogenating conditions. Chiral phosphonate products were synthesized in acceptable yields (33–95%) and modest enantioselectivity (up to 62% ee) was observed after identification of an appropriate chiral catalyst and optimization of the solvent, base, and temperature. Nucleophilic catalysis has a tremendous potential to produce enantioenriched phosphate mimics that could be used as prodrugs or chemical biology probes.


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