Organocatalytic Asymmetric Synthesis of Tetracyclic Pyridocarbazole Derivatives by Using a Diels–Alder/aza‐Michael/Aldol Condensation Domino Reaction | Zendy

Enders Dieter | Zendy; Joie Céline | Zendy; Deckers Kristina | Zendy

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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.

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