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Organocatalytic Enantioselective Friedel‐Crafts Reaction of Sesamol and Electron–rich Phenols with Alkylideneindolenine Intermediates Generated from Arylsulfonyl Indoles
Author(s) -
Chang ChiaHao,
Han JengLiang
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201601425
Subject(s) - sesamol , cinchona , stereocenter , friedel–crafts reaction , enantioselective synthesis , bifunctional , chemistry , phenols , organic chemistry , organocatalysis , cinchona alkaloids , catalysis , antioxidant
We have developed the organocatalyzed asymmetric Friedel‐Crafts reaction of sesamol and electron‐rich phenols with various alkylideneindolenine intermediates generated from arylsulfonyl Indoles by using cinchona alkaloid‐urea bifunctional organocatalysts. A broad range of enantioenriched Friedel‐Crafts adducts with a tertiary stereocenter could be smoothly synthesized in good to excellent yields with moderate to good enantioselectivities.