Lewis Acid-Catalyzed Hetero Diels–Alder Reactions of Readily Enolizable 1-Oxa-1,3-dienes, 2-Oxo-3-alkenylphosphonates, with Vinyl Ethers
- 1 April 1989
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 18 (4) , 675-678
- https://doi.org/10.1246/cl.1989.675
Abstract
Remarkable rate enhancement is achieved by use of a weak Lewis acid catalyst such as zinc chloride or bromide in the hetero Diels–Alder reactions of 2-oxo-3-alkenylphosphonates as readily enolizable 1-oxa-1,3-dienes with vinyl ethers. Highly endo-selective cyclo-adducts, 2,4-cis-3,4-dihydro-2H-pyrans, are produced in good yields.Keywords
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