Reaction of Baylis–Hillman adducts with fluorinated silanes

…, PA Belyakov, VA Tartakovsky, J Hu

Index: Zemtsov, Artem A.; Levin, Vitalij V.; Dilman, Alexander D.; Struchkova, Marina I.; Belyakov, Pavel A.; Tartakovsky, Vladimir A.; Hu, Jinbo European Journal of Organic Chemistry, 2010 , # 35 p. 6779 - 6785

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Citation Number: 9

Abstract

Abstract Reactions of acylated Baylis–Hillman adducts bearing nitrile, ester, or ketone groups with C 6 F 5-substituted silicon reagents Me n Si (C 6 F 5) 4–n (n= 1–3) have been studied. The reactions are initiated by Bu 4 NOAc (5 mol-%) in MeCN or DMF under mild conditions and afford products of allylic substitution of the acetoxy group by the C 6 F 5 carbanion in good yields. Predominant or exclusive formation of one geometrical isomer ...