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. 2009 Nov 5;11(21):4958-60.
doi: 10.1021/ol9021047.

Lewis acid catalyzed Diels-Alder reactions of 1,2-naphthoquinones

Danny M Gelman  1 , Craig M Forsyth, Patrick Perlmutter
Affiliations

Lewis acid catalyzed Diels-Alder reactions of 1,2-naphthoquinones

Danny M Gelman et al. Org Lett. .

Abstract

The use of BF(3) x OEt(2) catalysis in Diels-Alder reactions of 3,4-unsubstituted 1,2-naphthoquinones provides direct access to cis-tetrahydrophenanthrene derivatives in good to excellent yields (66-99%) without rapid adduct aromatization commonly associated with corresponding thermal processes.

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