An expedient route for the stereoselective construction of bridged polyheterocyclic ring systems using the tandem “pincer” Diels-Alder reaction
M Lautens, E Fillion
Index: Lautens, Mark; Fillion, Eric Journal of Organic Chemistry, 1997 , vol. 62, # 13 p. 4418 - 4427
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Citation Number: 68
Abstract
The tandem “pincer” Diels-Alder reaction, consisting of two consecutive [4+ 2] cycloadditions between two dienes and an acetylenic bis-dienophile, has been applied toward the rapid construction of bridged polyoxacyclic ring systems when furan derivatives are used as the diene components. The study has demonstrated the stereoselectivity (exo-exo adduct), the chemoselectivity (“pincer” vs “domino”), as well as the regioselectivity of the reaction. The ...
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