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

Stable 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.

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Bibliographic Details
Main Authors: Tejedor, David, Delgado-Hernández, Samuel, Diana-Rivero, Raquel, Díaz-Díaz, Abián, García-Tellado, Fernando
Other Authors: Ministerio de Economía y Competitividad (España)
Format: artículo biblioteca
Language:English
Published: John Wiley & Sons 2019-02-28
Subjects:2H‐Dihydropyran, Propargyl vinyl ethers, Domino reactions, Pericyclic reactions, Organocatalysis,
Online Access:http://hdl.handle.net/10261/176748
http://dx.doi.org/10.13039/501100007757
http://dx.doi.org/10.13039/501100000780
http://dx.doi.org/10.13039/501100003329
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