Biomimetic Cycloaddition Approach to Tropolone Natural Products via a Tropolone Ortho-quinone Methide
Organic Letters2002Vol. 4(17), pp. 3009–3011
Citations Over TimeTop 19% of 2002 papers
Abstract
[reaction: see text] A study toward a possible biomimetic hetero Diels-Alder reaction is reported between humulene and a novel tropolone ortho-quinone methide. A suitable tropolone ortho-quinone methide precursor has been prepared from 3-methyl-2-furoate. Heating the ortho-quinone methide precursor gave a tropolone ortho-quinone methide, which in the presence of humulene underwent a hetero Diels-Alder reaction to give a deoxy analogue of epolone B.
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