An asymmetric acetate-Mannich reaction of chiral isatin derived ketimines and its applications

2017 ◽  
Vol 15 (43) ◽  
pp. 9217-9225 ◽  
Author(s):  
Saumen Hajra ◽  
Suhas Shivajirao Bhosale ◽  
Atanu Hazra

A highly efficient TMSOTf-mediated asymmetric acetate-Mannich reaction of chiral isatin derived ketimines and S-phenyl thioacetate was developed to afford the direct synthesis of indole-based β3,3-amino acid thioester with excellent selectivity (dr > 98 : 2). Syntheses of (+)-AG-041R and 3-aminopyrroloindoline have been accomplished utilizing the method.

RSC Advances ◽  
2015 ◽  
Vol 5 (31) ◽  
pp. 24392-24398 ◽  
Author(s):  
Yongzhi Gao ◽  
Bin Liu ◽  
Hai-Bing Zhou ◽  
Wei Wang ◽  
Chune Dong

An efficient organocatalytic asymmetric α-amination of 1,3-dicarbonyl and α-cyanoacetates compounds towards chiral α-amino acid precursors is reported.


2020 ◽  
Vol 18 (26) ◽  
pp. 5008-5016
Author(s):  
Van Hieu Tran ◽  
Minh Thanh La ◽  
Soosung Kang ◽  
Hee-Kwon Kim

Highly efficient direct transformations from N-alkyl protected arylamines such as N-methyl-, N-ethyl-, N-isopropyl, and N-tert-butyl arylamines into N-aryl substituted azacycles in the presence of TiCl4 and DBU have been developed.


2017 ◽  
Vol 4 (4) ◽  
pp. 573-577 ◽  
Author(s):  
Tao Deng ◽  
Ganesh Kumar Thota ◽  
Yi Li ◽  
Qiang Kang

A highly efficient chiral-at-metal Rh(iii) complex catalyzed asymmetric aza-Michael addition was developed, affordingN-protected β-amino acid derivatives with excellent enantioselectivity.


ChemInform ◽  
2010 ◽  
Vol 32 (37) ◽  
pp. no-no
Author(s):  
Changtao Qian ◽  
Feifeng Gao ◽  
Ruifang Chen

ChemInform ◽  
2014 ◽  
Vol 45 (14) ◽  
pp. no-no
Author(s):  
Pradeep Kumar Jaiswal ◽  
Soumen Biswas ◽  
Shivendra Singh ◽  
Sampak Samanta

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