Diels-Alder routes to angularly halogenated cis-fused bicyclic ketones: Readily accessible cyclynone intermediates.
We have developed an efficient Lewis acid-catalyzed Diels-Alder route to a series of cis-fused bicyclic ketones bearing quaternary halogenation at the angular position. We have also developed a Diels-Alder based one-flask method for the regioselective preparation of TBS-protected 6-hydroxy tetralone and 5-hydroxy indanone derivatives.
Lee
Jun Hee
JH
Department of Chemistry, Columbia University, Havemeyer Hall, 3000 Broadway, New York, NY 10027.
Danishefsky
Samuel J
SJ