Vinyllithium reagents from arenesulfonylhydrazones

AR Chamberlin, JE Stemke…

文献索引：Chamberlin,A.R. et al. Journal of Organic Chemistry, 1978 , vol. 43, # 1 p. 147 - 154

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被引用次数: 190

摘要

2, 4.6-Triisopropylbenzenesulfonylhydrazones of a wide range of ketones serve as a convenient source of vinyllith-ium reagents. Treatment with 2.0-3.0 equiv of alkyllithium reagent at-78" C in TMEDA-hexane followed by warming to 0" C rapidly generates the vinyl anions in most cases. The reagents so formed can be trapped with a variety of electrophiles. This procedure leads to a convenient synthesis of allylic alcohols. di-, tri-, and ...