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The Aza‐Achmatowicz Reaction: Facile Entry into Functionalized Piperidinones
Author(s) -
van der Pijl Ferdi,
van Delft Floris L.,
Rutjes Floris P. J. T.
Publication year - 2015
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.201500321
Subject(s) - chemistry , moiety , furan , surface modification , combinatorial chemistry , reaction conditions , organic chemistry , catalysis
Amongst the various conversions that are known to transform the furan moiety into other functional groups or heterocyclic rings, the Achmatowicz reaction and the corresponding aza‐modification stand out as broadly applicable oxidative rearrangements. Both reactions are synthetically useful transformations resulting either in pyranone or piperidinone structures, containing ample synthetic opportunities for further functionalization. In this review, we will provide a literature overview of the aza‐Achmatowicz reaction, including application of the resulting piperidinones in the synthesis of biologically active compounds and natural products.