The Journal of organic chemistry

An expedient route for the stereoselective construction of bridged polyheterocyclic ring systems using the tandem “pincer” Diels-Alder reaction

M Lautens, E Fillion

文献索引：Lautens, Mark; Fillion, Eric Journal of Organic Chemistry, 1997 , vol. 62, # 13 p. 4418 - 4427

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被引用次数: 68

摘要

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 ...