Art

J-GLOBAL ID：200902095230546820   Reference number：91A0506179

Triethylborane Induced Perfluoroalkylation of Silyl Enol Ethers and Ketene Silyl Acetals with Perfluoroalkyl Iodides.

よう化ペルフルオロアルキルによるシリルエノールエーテルおよびケテンシリルアセタールのトリエチルボラン誘導ペルフルオロアルキル化

Author (4)： MIURA K (Kyoto Univ., Kyoto) ,  TAKEYAMA Y (Kyoto Univ., Kyoto) ,  OSHIMA K (Kyoto Univ., Kyoto) ,  UTIMOTO K (Kyoto Univ., Kyoto)
Material： Bulletin of the Chemical Society of Japan  (Bull Chem Soc Jpn)
Volume： 64  Issue： 5  Page： 1542-1553  Publication year： May. 1991 
JST Material Number： G0450A  ISSN： 0009-2673  CODEN： BCSJA8  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： chemical synthesis ,...
Semi thesaurus term： cyclohexenes ,...

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JST classification (3)： Organosilicon compounds  (CF08030C) ,  Aliphatic halogen compounds  (CF03050P) ,  Organoboron compounds  (CF08020R)

Substance index (36)： 1-(Trimethylsiloxy)cyclohexene ,  1-(Trimethylsiloxy)-6-(tridecafluorohexyl)-1-cyclohexene ,  1-(Trimethylsiloxy)-2-(tridecafluorohexyl)-1-cyclohexene ,  1-(Triisopropylsiloxy)-6-(tridecafluorohexyl)-1-cyclohexene ,  1-(Triisopropylsiloxy)-2-(tridecafluorohexyl)-1-cyclohexene ,  1-(Trimethylsiloxy)-6-(heptafluoroisopropyl)-1-cyclohexene ,  1-(Trimethylsiloxy)-2-(heptafluoroisopropyl)-1-cyclohexene ,  1-(Triisopropylsiloxy)-6-(heptafluoroisopropyl)-1-cyclohexene ,  1-(Triisopropylsiloxy)-2-(heptafluoroisopropyl)-1-cyclohexene ,  2-(Tridecafluorohexyl)cyclohexanone ,  2-(Dodecafluorohexylidene)cyclohexanone ,  1-(Trimethylsiloxy)-1-cyclopentene ,  2-(Trimethylsiloxy)-3-(tridecafluorohexyl)cyclopentene ,  2-(Tridecafluorohexyl)cyclopentanone ,  2-(Dodecafluorohexylidene)cyclopentanone ,  (Z)-4-(Trimethylsiloxy)-3-heptene ,  (E)-4-(Trimethylsiloxy)-3-heptene ,  2-(Trimethylsiloxy)-1-heptene ,  (Z)-1-(Triisopropylsiloxy)-1-heptene ,  (Z)-5-Ethyl-6,6,7,7,8,8,9,9,10,10,11,11,11-tridecafluoro-4-(trimethylsiloxy)-3-undecene ,  (E)-5-Ethyl-6,6,7,7,8,8,9,9,10,10,11,11,11-tridecafluoro-4-(trimethylsiloxy)-3-undecene ,  5-Ethyl-6,6,7,7,8,8,9,9,10,10,11,11,11-tridecafluoro-4-undecanone ,  (Z)-5-Ethyl-6,7,7,7-tetrafluoro-6-(trifluoromethyl)-4-(trimethylsiloxy)-3-heptene ,  (E)-5-Ethyl-6,7,7,7-tetrafluoro-6-(trifluoromethyl)-4-(trimethylsiloxy)-3-heptene ,  5-Ethyl-6,7,7,7-tetrafluoro-6-(trifluoromethyl)-4-heptanone ,  1-(Triisopropylsiloxy)cyclohexene ,  2-(Heptafluoroisopropyl)cyclohexanone ,  (Z)-8,8,9,9,10,10,11,11,12,12,13,13,13-Tridecafluoro-6-(trimethylsiloxy)-5-tridecene ,  (E)-8,8,9,9,10,10,11,11,12,12,13,13,13-Tridecafluoro-6-(trimethylsiloxy)-5-tridecene ,  8,8,9,9,10,10,11,11,12,12,13,13,13-Tridecafluoro-6-tridecanone ,  (Z)-1,1,1,2-Tetrafluoro-2-(trifluoromethyl)-4-(trimethylsiloxy)-4-nonene ,  (E)-1,1,1,2-Tetrafluoro-2-(trifluoromethyl)-4-(trimethylsiloxy)-4-nonene ,  1,1,1,2-Tetrafluoro-2-(trifluoromethyl)-4-nonanone ,  3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-2-pentyl-1-(triisopropylsiloxy)-1-octene ,  3,4,4,5,5,6,6,7,7,8,8,8-Dodecafluoro-2-pentyl-2-octenal ,  2-(Trimethylsiloxy)-1-undecene

Reference (23)：

• 1) a) T. Umemoto, Yuki Gosei Kagaku Kyokai Shi, 41, 251 (1983);
•  b) T. Umemoto and Y. Gotoh, Bull. Chem. Soc. Jpn., 60, 3823 (1987);
•  c) T. Umemoto and S. Ishihara, Tetrahedron Lett., 31, 3579 (1990);
•  d) D. Cantacuzene, C. Wakselman, and R. Dorme, J. Chem. Soc., Perkin Trans. 1, 1977, 1365;
•  T. Umemoto, Y. Kuriu, S. Nakayama, and O. Miyano, Tetrahedron Lett., 23, 1471 (1982);

Terms in the title (7)： よう化 ,  ペルフルオロアルキル ,  シリルエノールエーテル ,  ケテンシリルアセタール ,  トリエチルボラン ,  誘導 ,  ペルフルオロアルキル化