Tetrahedron Letters

Functionalized organozincates and organocuprates derived from γ-hydroxytellurides in the preparation of 1, 4-hydroxyketones

JL Princival, AA Dos Santos, JV Comasseto

文献索引：Princival, Jefferson L.; Dos Santos, Alcindo A.; Comasseto, Joao V. Tetrahedron Letters, 2009 , vol. 50, # 46 p. 6368 - 6371

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被引用次数: 4

摘要

AC–O-dianionic zincate was generated by a Te/Li exchange reaction of an alkyltelluride, followed by Li/Zn transmetallation and reaction with methyllithium. The reaction between the enantiomerically pure (99% ee)(R)-dianionic zincate and benzoyl chloride led to 3-hydroxy- 1-phenyl pentanone with total retention of the carbon configuration (99% ee). Similar results were obtained using the corresponding Lipshutz cyanocuprates.