Hydrogen-Bond-Promoted Hetero-Diels−Alder Reactions of Unactivated Ketones
- 30 July 2002
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 124 (33) , 9662-9663
- https://doi.org/10.1021/ja0267627
Abstract
We report the first examples of hydrogen-bond-promoted acceleration of hetero-Diels−Alder reactions and the use of such catalysis for the hetero-Diels−Alder reactions of simple, unactivated ketones. Several spiro-fused dihydropyans were synthesized in good yields using this procedure. This activation protocol represents an attractive and operationally simple alternative to conventional, Lewis acid catalysis.Keywords
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