Stereoselective Generation of (E)- and (Z)-2-Fluoroalkylidene-Type Carbenoids from (2-Fluoro-1-alkenyl)iodonium Salts and Their Application for Stereoselective Synthesis of Fluoroalkenes
Organic Letters2006Vol. 8(12), pp. 2639–2641
Citations Over TimeTop 23% of 2006 papers
Abstract
Alkylidene-type carbenoids, generated from (Z)- or (E)-(2-fluoro-1-alkenyl)iodonium salts by treatment with LDA, reacted with trialkylboranes to give (E)- or (Z)-(fluoroalkenyl)boranes stereoselectively. The resulting (fluoroalkenyl)borane can be used for the selective synthesis of (E)- or (Z)-fluoroalkenes, (E)- or (Z)-fluoroiodoalkenes, and alpha-fluoroketones. [reaction: see text]
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