Organocatalytic asymmetric synthesis of highly substituted pyrrolidines bearing a stereogenic quaternary centre at the 3-position

2018 ◽  
Vol 16 (48) ◽  
pp. 9349-9353 ◽  
Author(s):  
Soumendranath Mukhopadhyay ◽  
Subhas Chandra Pan

An organocatalytic asymmetric cascade reaction has been developed between N-tosyl aminomethyl enones and trans-α-cyano-α,β-unsaturated ketones for the synthesis of highly substituted pyrrolidines having a stereogenic quaternary centre at the 3-position.

RSC Advances ◽  
2015 ◽  
Vol 5 (111) ◽  
pp. 91108-91113 ◽  
Author(s):  
Weiping Zheng ◽  
Jiayong Zhang ◽  
Shuang Liu ◽  
Chengbin Yu ◽  
Zhiwei Miao

The chiral spiro[chroman-3,3′-pyrazol] derivatives have been synthesized through a catalytic oxa-Michael–Michael cascade reaction of 2-hydroxynitrostyrenes with 4-alkenyl pyrazolin-3-ones in good yields with moderate to high stereoselectivities.


2018 ◽  
Vol 16 (48) ◽  
pp. 9390-9401 ◽  
Author(s):  
Yong-Xing Song ◽  
Da-Ming Du

A bifunctional squaramide-catalyzed asymmetric cascade aza-Michael/Michael addition reaction for the synthesis of chiral spirothiazolidinone tetrahydroquinolines with three contiguous stereocenters has been developed.


2017 ◽  
Vol 4 (6) ◽  
pp. 1149-1152 ◽  
Author(s):  
Junliang Wang ◽  
Jianneng Li ◽  
Xianwang Shen ◽  
Cong Dong ◽  
Jun Lin ◽  
...  

A first asymmetric synthesis of (−)-δ-lycorane by using a chiral bifunctional squaramide-catalysed cascade reaction is reported.


2021 ◽  
Author(s):  
Xiao-Long Zhang ◽  
Kai-Xiang Feng ◽  
Jian-Liang Hu ◽  
Qiao-Yu Shen ◽  
Wang-Sheng Huang ◽  
...  

An organocatalytic enantioselective aza-Michael-Michael-Michael/aldol cyclization quadruple-cascade reaction of 2-amino-β-nitrostyrenes and α,β-unsaturated aldehydes has been developed for the construction of fully substituted hexahydrophenanthridine.


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