Organic letters

Symmetric Macrocycles by a Prins Dimerization and Macrocyclization Strategy

MR Gesinski, K Tadpetch, SD Rychnovsky

文献索引：Gesinski, Michael R.; Tadpetch, Kwanruthai; Rychnovsky, Scott D. Organic Letters, 2009 , vol. 11, # 22 p. 5342 - 5345

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被引用次数: 37

摘要

A tandem dimerization/macrocyclization reaction utilizing the Prins cyclization has been developed. This reaction develops molecular complexity through the formation of highly substituted dimeric tetrahydropyran macrocycles. Mild conditions utilizing rhenium (VII) catalysts were explored for aromatic substrates, while harsher Lewis acidic conditions were used for aliphatic substrates. Both aldehydes and acetals are shown to be viable ...