2-(2-Hydroxyaryl)cinnamic amides: a new class of axially chiral molecules

Tetrahedron ◽  
2006 ◽  
Vol 62 (38) ◽  
pp. 8943-8951 ◽  
Author(s):  
Chiara Marelli ◽  
Chiara Monti ◽  
Simona Galli ◽  
Norberto Masciocchi ◽  
Umberto Piarulli
2020 ◽  
Vol 44 (11-12) ◽  
pp. 641-645
Author(s):  
Shujie An ◽  
Guofeng Tang ◽  
Yaling Zhong ◽  
Li Ma ◽  
Qiancai Liu

1,1′-Bichrysene-2,2′-diol and its thiophene analogs, 6,6′-biphenanthro-[1,2- b]thiophene-7,7′-diols, as a series of novel π-expanded chrysene-/phenanthro[1,2- b]thiophene-based axially chiral molecules are synthesized from 1,1′-bi-2-naphthols with key steps including a Suzuki coupling, a Wittig reaction, and acid-mediated cyclization.


1994 ◽  
Vol 33 (9) ◽  
pp. 984-986 ◽  
Author(s):  
Stefan Lehr ◽  
Karin Schütz ◽  
Markus Bauch ◽  
Michael W. Göbel

2021 ◽  
Vol 4 (1) ◽  
Author(s):  
Gongming Yang ◽  
Shaofa Sun ◽  
Zhipeng Li ◽  
Yuhan Liu ◽  
Jian Wang

AbstractAxially chiral heterobiaryls play a vital role in asymmetric synthesis and drug discovery. However, there are few reports on the synthesis of atropisomeric heterobiaryls compared with axially chiral biaryls. Thus, the rapid enantioselective construction of optically active heterobiaryls and their analogues remains an attractive challenge. Here, we report a concise chiral amine-catalyzed atroposelective heterocycloaddition reaction of alkynes with ortho-aminoarylaldehydes, and obtain a new class of axially chiral 2-arylquinoline skeletons with high yields and excellent enantioselectivities. In addition, the axially chiral 2-arylquinoline framework with different substituents is expected to be widely used in enantioselective synthesis.


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