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Title

A Domino Strategy for the Synthesis of 2H‐Pyrans from Propargyl Vinyl Ethers

AuthorsTejedor, David ; Delgado-Hernández, Samuel; Diana-Rivero, Raquel; Díaz-Díaz, Abián; García-Tellado, Fernando
Keywords2H‐Dihydropyran
Propargyl vinyl ethers
Domino reactions
Pericyclic reactions
Organocatalysis
Issue Date28-Feb-2019
PublisherJohn Wiley & Sons
CitationEuropean Journal of Organic Chemistry 2019(8): 1784-1790 (2019)
AbstractStable monocyclic 2H‐pyrans are synthesized from readily available tertiary propargyl vinyl ethers via a metal‐free all‐pericyclic domino manifold involving a sequential propargyl Claisen rearrangement/[1,3]H‐shift/oxa‐6π electrocyclization set of reactions. The wide scope of this protocol is exemplified by the synthesis of 21 different 2H‐pyrans incorporating a varied substitution pattern at the ring.
Publisher version (URL)https://doi.org/10.1002/ejoc.201801847
URIhttp://hdl.handle.net/10261/176748
DOI10.1002/ejoc.201801847
ISSN1434-193X
E-ISSN1099-0690
Appears in Collections:(IPNA) Artículos
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