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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Main Authors: | , , , , |
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Other Authors: | |
Format: | artículo biblioteca |
Language: | English |
Published: |
John Wiley & Sons
2019-02-28
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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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Summary: | 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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