Use of electrochemical methods as an alternative to tin reagents for the reduction of vinyl halides in inositol synthons

T Hudlicky, CD Claeboe, LE Brammer…

文献索引：Hudlicky, Tomas; Claeboe, Christopher D.; Brammer Jr., Larry E.; Koroniak, Lukasz; Butora, Gabor; Ghiviriga, Ion Journal of Organic Chemistry, 1999 , vol. 64, # 13 p. 4909 - 4913

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被引用次数: 17

摘要

Several vinyl halides previously used in inositol syntheses were subjected to electrochemical reduction. The unreactivity of allylic alcohols or allylic ethers at the applied potentials allowed the selective reduction of vinyl halides to olefins. Electrochemical methods provide for selective reduction of vinyl iodides over vinyl bromides, with better yields than analogous tin methodology. Cinnamyl ethers were reductively cleaved at-3.2 V ...