copper(i)-only catalyzed reactions of (e)-2,3-difluoro-3-stannylacrylic ester with acid chlorides...

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2006 Oxocarboxylic acids and esters Q 0460 Copper(I)-Only Catalyzed Reactions of (E)-2,3-Difluoro-3-stannylacrylic Ester with Acid Chlorides and Mechanistic Studies of the "Copper Effect" in Stille Cou- pling Reactions. — (2Z)-oxoesters (III) are prepared stereospecifically in good yields using CuI as the catalyst. 19 F NMR allows the direct spectroscopic observation of the organocopper intermediate in Stille coupling reactions. When the (Z)-isomer (IV) is used as the substrate, no coupling product is formed. — (WANG, Y.; BURTON*, D. J.; Org. Lett. 8 (2006) 6, 1109-1111; Dep. Chem., Univ. Iowa, Iowa City, IA 52242, USA; Eng.) — R. Steudel 29- 067

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2006

Oxocarboxylic acids and estersQ 0460 Copper(I)-Only Catalyzed Reactions of (E)-2,3-Difluoro-3-stannylacrylic Ester

with Acid Chlorides and Mechanistic Studies of the "Copper Effect" in Stille Cou-pling Reactions. — (2Z)-oxoesters (III) are prepared stereospecifically in good yields using CuI as the catalyst. 19F NMR allows the direct spectroscopic observation of the organocopper intermediate in Stille coupling reactions. When the (Z)-isomer (IV) is used as the substrate, no coupling product is formed. — (WANG, Y.; BURTON*, D. J.; Org. Lett. 8 (2006) 6, 1109-1111; Dep. Chem., Univ. Iowa, Iowa City, IA 52242, USA; Eng.) — R. Steudel

29- 067