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. 2002 Aug 21;124(33):9662-3.
doi: 10.1021/ja0267627.

Hydrogen-bond-promoted hetero-Diels-Alder reactions of unactivated ketones

Yong Huang  1 , Viresh H Rawal
Affiliations

Hydrogen-bond-promoted hetero-Diels-Alder reactions of unactivated ketones

Yong Huang et al. J Am Chem Soc. .

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.

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