Asymmetric Synthesis of N–N Axially Chiral Compounds by Phase-Transfer-Catalyzed Alkylations

2021 ◽  
Author(s):  
Ming Pan ◽  
Ying-Bo Shao ◽  
Qun Zhao ◽  
Xin Li
2017 ◽  
Vol 13 ◽  
pp. 1518-1523 ◽  
Author(s):  
Ryota Miyaji ◽  
Yuuki Wada ◽  
Akira Matsumoto ◽  
Keisuke Asano ◽  
Seijiro Matsubara

Bifunctional organocatalysts bearing amino and urea functional groups in a chiral molecular skeleton were applied to the enantioselective synthesis of axially chiral benzamides via aromatic electrophilic bromination. The results demonstrate the versatility of bifunctional organocatalysts for the enantioselective construction of axially chiral compounds. Moderate to good enantioselectivities were afforded with a range of benzamide substrates. Mechanistic investigations were also carried out.


2013 ◽  
Vol 8 (12) ◽  
pp. 3214-3221 ◽  
Author(s):  
Kun Liu ◽  
Xiangfei Wu ◽  
S. B. Jennifer Kan ◽  
Seiji Shirakawa ◽  
Keiji Maruoka

2021 ◽  
Author(s):  
Wei Lin ◽  
Qun Zhao ◽  
Yao Li ◽  
Ming Pan ◽  
Chen Yang ◽  
...  

Compared with the well-developed C-C and C-N axial chirality, asymmetric synthesis of N-N axial chirality remains elusive and challenging. Herein we report the first atroposelective N-acylation reaction of quinazolinone type benzamides...


ChemInform ◽  
2014 ◽  
Vol 45 (19) ◽  
pp. no-no
Author(s):  
Kun Liu ◽  
Xiangfei Wu ◽  
S. B. Jennifer Kan ◽  
Seiji Shirakawa ◽  
Keiji Maruoka

2015 ◽  
Vol 44 (11) ◽  
pp. 3418-3430 ◽  
Author(s):  
J. Wencel-Delord ◽  
A. Panossian ◽  
F. R. Leroux ◽  
F. Colobert

Over the past decade the field of the synthesis of axially chiral compounds has been rapidly expanding. Not only key advances have been achieved concerning the already established strategies but also new synthetic routes have been devised. This review showcases the recent developments in this domain.


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