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Stetter Reactions of Unsaturated 1‐Acyl‐1 H ‐pyrroles
Author(s) -
Phippen Christopher B. W.,
Goldys Anna M.,
McErlean Christopher S. P.
Publication year - 2011
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.201101151
Subject(s) - chemistry , electrophile , pyrrole , catalysis , organic chemistry , intermolecular force , organocatalysis , molecule , enantioselective synthesis
α,β‐Unsaturated 1‐acyl‐1 H ‐pyrroles are employed as enabling units for the construction of 1,4‐dicarbonyl systems using the organocatalytic Stetter reaction. The enhanced electrophilicity of the 1‐acyl‐1 H ‐pyrrole unit allows for the catalytic construction of fused and non‐fused pyranones from aliphatic aldehydes, is compatible with aromatic aldehydes, and also facilitates an intermolecular variant of the reaction involving both aromatic and aliphatic aldehydes.