Direct organocatalytic asymmetric Michael reaction of fluorine hemiaminal-type nucleophile to 4-nitro-5-styrylisoxazoles

2020 ◽  
Vol 7 (11) ◽  
pp. 1343-1348
Author(s):  
Luyao Li ◽  
Bo Zhu ◽  
Huihui Fan ◽  
Zhiyong Jiang ◽  
Junbiao Chang

Herein, we report a chiral bifunctional thiourea catalyzed asymmetric Michael addition reaction between 2-(trifluoromethyl)oxazol-5(2H)-one as a direct C-2-position nucleophile to 4-nitro-5-styrylisoxazoles for the first time.

RSC Advances ◽  
2017 ◽  
Vol 7 (77) ◽  
pp. 48952-48957 ◽  
Author(s):  
B. Schoenenberger ◽  
A. Wszolek ◽  
R. Meier ◽  
H. Brundiek ◽  
M. Obkircher ◽  
...  

The biocatalytic asymmetric Michael addition ofl-arginine to fumarate using argininosuccinate lyase (ASL) has enabled the synthesis of the key metabolitel-argininosuccinic acid lithium salt1for the first time, with excellent yield and purity.


2015 ◽  
Vol 51 (49) ◽  
pp. 9979-9982 ◽  
Author(s):  
Jin-Miao Tian ◽  
Yong-Hai Yuan ◽  
Yong-Qiang Tu ◽  
Fu-Min Zhang ◽  
Xiao-Bo Zhang ◽  
...  

A novel chiral spiro-pyrrolidine silyl ether organocatalyst has been designed and applied to an asymmetric Michael addition reaction.


2014 ◽  
Vol 12 (40) ◽  
pp. 8008-8018 ◽  
Author(s):  
Ahmed Kamal ◽  
Manda Sathish ◽  
Vunnam Srinivasulu ◽  
Jadala Chetna ◽  
Kunta Chandra Shekar ◽  
...  

New pyrrolidinyl-oxazole-carboxamides were synthesized and utilized as efficient organocatalysts for asymmetric Michael addition reaction. In addition, computational mechanistic studies were performed.


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