Art

J-GLOBAL ID：200902273232672968   Reference number：09A1217961

Silyl Migration in Conjunction with Substitution on Silicon in Copper(I) t-Butoxide-promoted Coupling between o-Silylphenyl Ketones and Organic Halides

o-シリルフェニルケトンと有機ハロゲン化物との間の銅(I)t-ブトキシド促進カップリングにおけるケイ素上の置換と共同するシリル移動

Author (4)： TSUBOUCHI Akira (Dep. of Applied Chemistry, Graduate School of Engineering, Tokyo Univ. of Agriculture and Technol.) ,  MATSUDA Hiroko (Dep. of Applied Chemistry, Graduate School of Engineering, Tokyo Univ. of Agriculture and Technol.) ,  KIRA Takashiro (Dep. of Applied Chemistry, Graduate School of Engineering, Tokyo Univ. of Agriculture and Technol.) ,  TAKEDA Takeshi (Dep. of Applied Chemistry, Graduate School of Engineering, Tokyo Univ. of Agriculture and Technol.)
Material： Chemistry Letters  (Chem Lett)
Volume： 38  Issue： 12  Page： 1180-1181 (J-STAGE)  Publication year： 2009 
JST Material Number： S0742A  ISSN： 0366-7022  CODEN： CMLTAG  Document type： Article
Article type： 短報  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *organosilicon compound ,  *cross coupling reaction ,  *organocopper compound ,  organohalogene compound ,  stereospecific reaction ,  *enol ether ,  ketone ,  isomer (molecule) ,  nucleophilic substitution reaction ,  29Si NMR ,  reaction mechanism ,  chemical shift ,  cleavage reaction ,  reaction intermediate ,  aliphatic iodine compound ,  stereoselective reaction
Semi thesaurus term： organic halide

JST classification (3)： Organosilicon compounds  (CF08030C) ,  Group 11 and group 12 organic compounds  (CF09052N) ,  Addition reaction,elimination reaction  (CF02030M)

Substance index (17)： (Z)-1-(2-Ethylphenyl)-1-(tert-butyldimethylsiloxy)-1-butene ,  (Z)-1-(2-Biphenylyl)-1-(methyldi-tert-butylsiloxy)-2-phenylethene ,  (Z)-1-[2-(2-Methylallyl)phenyl]-1-(tert-butyldimethylsiloxy)-1-butene ,  (Z)-1-[2-(2-Methylallyl)phenyl]-1-(methyldi-tert-butylsiloxy)-1-butene ,  (Z)-1-[2-(2-Methylallyl)phenyl]-1-(methyldi-tert-butylsiloxy)-2-cyclohexylethene ,  (Z)-1-[2-(2-Methylallyl)phenyl]-1-(methyldi-tert-butylsiloxy)-2-phenylethene ,  (Z)-1-[2-(Tributylstannyl)phenyl]-1-(tert-butyldimethylsiloxy)-1-butene ,  (Z)-1-[2-Cuprio(I)phenyl]-1-(tert-butyldimethylsiloxy)-1-butene ,  (Z)-1-[2-Cuprio(I)phenyl]-1-(di-tert-butoxymethylsiloxy)-1-butene ,  2′-(tert-Butyldimethylsilyl)butyrophenone ,  2′-(Phenyldimethylsilyl)butyrophenone ,  2′-(Phenyldimethylsilyl)-α-cyclohexylacetophenone ,  2′-(Phenyldimethylsilyl)-α-phenylacetophenone ,  2-Methyl-3-chloro-1-propene ,  tert-Butoxycopper(I) ,  Tributylchlorostannane ,  Ethyl iodide

Reference (32)：

• 1) a) T. Hiyama, E. Shirakawa, Top. Curr. Chem. 2002, 219, 61.
•  b) S. E. Denmark, R. F. Sweis, in Metal-Catalyzed Cross-Coupling Reactions, 2nd ed., ed. by A. de Meijere, F. Diederich, Wiley-VCH, Weinheim, 2004, 163.
•  c) J. Tsuji, in <I>Palladium Reagents and Catalysis</I>, ed. by J. Tsuji, John Wiley & Sons, Chichester, <B>2004</B>, p. 338.
•  d) S. E. Denmark, J. Y. Choi, J. Am. Chem. Soc. 1999, 121, 5821.
•  e) S. E. Denmark, Z. Wu, Org. Lett. 1999, 1, 1495.

Terms in the title (8)： 有機ハロゲン化物 ,  銅 ,  ブトキシド ,  促進 ,  カップリング ,  ケイ素 ,  置換 ,  共同