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Asymmetric Catalysis on the Nanoscale: The Organocatalytic Approach to Helicenes
Author(s) -
Kötzner Lisa,
Webber Matthew J.,
Martínez Alberto,
De Fusco Claudia,
List Benjamin
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201400474
Subject(s) - enantioselective synthesis , phosphoric acid , organocatalysis , catalysis , chemistry , combinatorial chemistry , nanoscopic scale , indole test , organic chemistry , stereochemistry , nanotechnology , materials science
The first asymmetric organocatalytic synthesis of helicenes is reported. A novel SPINOL‐derived phosphoric acid, bearing extended π‐substituents, catalyzes the asymmetric synthesis of helicenes through an enantioselective Fischer indole reaction. A variety of azahelicenes and diazahelicenes could be obtained with good to excellent yields and enantioselectivities.