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Enantioselective Synthesis and Epimerization Behavior of a Chiral S‐Shaped [11]Helicene‐Like Molecule Having Collision between Terminal Benzene Rings
Author(s) -
Kimura Yuki,
Shibata Yu,
Noguchi Keiichi,
Tanaka Ken
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801694
Subject(s) - helicene , chemistry , enantioselective synthesis , intramolecular force , molecule , epimer , benzene , stereochemistry , cycloaddition , organic chemistry , catalysis
It has been established that a chiral S‐shaped [11]helicene‐like molecule can be synthesized with high ee value along with a meso form by the rhodium(I)/( R )‐difluorphos complex‐mediated enantioselective intramolecular double [2+2+2] cycloaddition of a 2‐naphthol‐linked hexayne, even though this chiral helicene has the collision between the terminal benzene rings. Epimerization behavior of the chiral and meso [11]helicene‐like molecules have also been disclosed.