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The olefination of functionalized alkylidenemalonates by 1, 1-dimetalloalkanes: a new chemo-and stereoselective preparation of functionalized olefins

CE Tucker, SA Rao, P Knochel

文献索引:Tucker, Charles E.; Rao, S. Achyutha; Knochel, Paul Journal of Organic Chemistry, 1990 , vol. 55, # 20 p. 5446 - 5448

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被引用次数: 29

摘要

Summary: The polyfunctional alkylidenemalonates 1, readily prepared by an addition- elimination reaction of FG-RCu (CN) ZnI to [(phenylsulfonyl) methylidene]-malonates of type 7, were found to undergo a highly chemoselective and stereoselective olefination reaction with 1, l-dimetalloalkanes of zinc and magnesium. An application to the stereospecific preparation of an insect pheromone 8 is reported.