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Lewis Base Catalyzed [4+2] Annulation of Electron‐Deficient Chromone‐Derived Heterodienes and Acetylenes
Author(s) -
Dückert Heiko,
Khedkar Vivek,
Waldmann Herbert,
Kumar Kamal
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201003572
Subject(s) - chromone , annulation , lewis acids and bases , chemistry , catalysis , tricyclic , base (topology) , cinchona , acetylene , stereochemistry , organic chemistry , medicinal chemistry , enantioselective synthesis , mathematical analysis , mathematics
Lewis base catalyzed [4+2] annulation reactions between electron‐deficient chromone oxa‐ and azadienes and acetylene carboxylates provide tricyclic benzopyrones inspired by natural products. An asymmetric synthesis of the tricyclic benzopyrones was developed by using modified cinchona alkaloids as enantiodifferentiating Lewis base catalysts.