Efficient method for the asymmetric reduction of α- and β-ketophosphonates

Tetrahedron ◽  
2007 ◽  
Vol 63 (29) ◽  
pp. 6720-6731 ◽  
Author(s):  
V.V. Nesterov ◽  
O.I. Kolodiazhnyi
2018 ◽  
Vol 921 ◽  
pp. 54-59
Author(s):  
Zhi Hin Ou ◽  
Jia Hui Xu

S-licarbazepine was synthesized by asymmetric reduction of oxcarbazepine in organic solvent/phosphate buffer biphasic system with Bacillus anthracis CGMCC No.12337 as catalyst. Effects of many factors on reduction were studied. Dibutyl phthalate/phosphate buffer was selected as the optimal biphasic system for reduction. The optimum reduction conditions are as follows: volume ratio of dibutyl phthalate and phosphate buffer 1:1, 30 g/L iospropanol as co-substrate, phosphate buffer pH 5, substrate concentration 7.92 mmol/L, cell concentration 30 g/L, 32°C,180 rpm. The conversion and enantiometric excess of S-licarbazepine reached 97.32% and 99.80%. An efficient method for synthesis of S-licarbazepine was provided.


Synlett ◽  
2017 ◽  
Vol 28 (18) ◽  
pp. 2483-2488 ◽  
Author(s):  
Bo Jiang ◽  
Guigen Li ◽  
Shuo Qiao ◽  
Jianbin Wu ◽  
Junming Mo ◽  
...  

A series of new chiral N-phosphinyl β-enamino esters and amides were successfully prepared with excellent Z-stereoselectivity (Z/E > 99:1 in nearly all cases). Group-assisted purification chemistry proved to be an efficient method for the asymmetric reduction of the resulting β-enamino esters/amides to give enantiopure β-amino esters/amides. The asymmetric reduction can be controlled efficiently by using a combination of sodium cyanoborohydride and acetic acid.


ChemInform ◽  
2007 ◽  
Vol 38 (44) ◽  
Author(s):  
V. V. Nesterov ◽  
O. I. Kolodiazhnyi

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