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Organocatalytic Asymmetric Synthesis of Tetracyclic Pyridocarbazole Derivatives by Using a Diels–Alder/aza‐Michael/Aldol Condensation Domino Reaction
Author(s) -
Enders Dieter,
Joie Céline,
Deckers Kristina
Publication year - 2013
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.201302127
Subject(s) - domino , iminium , stereocenter , michael reaction , enamine , enantioselective synthesis , aldol reaction , chemistry , adduct , organocatalysis , cascade reaction , computer science , combinatorial chemistry , stereochemistry , organic chemistry , catalysis
Triple domino : An organocatalytic asymmetric triple cascade reaction to form tetracyclic pyridocarbazole derivatives is described. The new protocol includes a Diels–Alder/aza‐Michael/aldol condensation sequence. Up to six stereogenic centers are formed with excellent diastereo‐ and enantioselectivity. IM = iminium activation; EN = enamine activation.