Synlett 2015; 26(14): 1915-1922
DOI: 10.1055/s-0034-1378712
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© Georg Thieme Verlag Stuttgart · New York

Organocatalytic Strategies for the Synthesis of Axially Chiral Compounds

Giorgio Bencivenni*
Department of Industrial Chemistry ‘Toso Montanari’', School of Science, University of Bologna, Viale del Risorgimento 4, 40136 Bologna, Italy   Email: giorgio.bencivenni2@unibo.it
› Author Affiliations
Further Information

Publication History

Received: 29 March 2015

Accepted after revision: 28 April 2015

Publication Date:
24 June 2015 (online)

Abstract

Atropisomers are compounds in which chirality arises from hindered rotation along the carbon–carbon or carbon–heteroatom single bond. Recently, organocatalysis appeared to be a rapid, valuable, and efficient strategy for their preparation in an enantioselective manner. In this report a general overview of the most important organocatalyzed atroposelective transformations will be given pointing out in particular the specific role played by the catalyst.

1 Dynamic Kinetic Resolution

2 Desymmetrization of Biaryls

3 Direct Synthesis of Biaryls

4 Asymmetric Friedel–Crafts Amination of Naphthols

5 N-Alkylation via Phase-Transfer Catalysis

6 Desymmetrization of N-Arylmaleimides

 
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