General Method for Synthesizing Pyranoid Glycals. A New Route to Allal and Gulal Derivatives

O Boutureira, MA Rodríguez, MI Matheu, Y Díaz…

文献索引：Boutureira, Omar; Rodriguez, Miguel Angel; Matheu, M. Isabel; Diaz, Yolanda; Castillon, Sergio Organic Letters, 2006 , vol. 8, # 4 p. 673 - 675

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被引用次数: 24

摘要

Pyranoid glycals of all configurations can be obtained from pentoses through an olefination- cyclization-elimination sequence. The elimination can be carried out with excellent yields under radical conditions or by using common reductive reagents such as Zn/Cu, TiCl4/LiAlH4, or lithium naphthalenide. The proposed method is appropriate for the synthesis of glycals with allo or gulo configurations because the cyclization step is more ...