Et3B induced stereoselective radical addition of Ph3GeH to carbon-carbon multiple bonds and its application to isomerization of olefins.

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概要

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• Triphenylgermane easily adds to acetylenes or terminal olefins in the presence of Et<SUB>3</SUB>B to give alkenyltriphenylgermane or alkyltriphenylgermane respectively under excellent control of regio- and stereoselectivities. While Et<SUB>3</SUB>B catalyzed addition of Ph<SUB>3</SUB>GeH to 1-dodecyne at −78 °C affords (<I>Z</I>)-1-triphenygermyl-1-dodecene exclusively, the addition of Ph<SUB>3</SUB>GeH at 60 °C provides (<I>E</I>)-1-triphenylgermyl-1-dodecene as a single product. The triphenylgermyl radical is also effective to isomerize <I>Z</I>-olefins into their thermodynamically more stable <I>E</I>-isomers.

• 公益社団法人 日本化学会の論文

著者

• Nozaki Kyoko

  Department Of Applied Physics Defence Academy

• Utimoto Kiitiro

  Department Of Industrial Chemistry Faculty Of Engineering Kyoto University

• Ichinose Yoshifumi

  Department of Industrial Chemistry, Faculty of Engineering, Kyoto University

• Oshima Koichiro

  Department of Chemistry, Massachusetts Institute of Technology

• Wakamatsu Kuni

  Department of Industrial Chemistry, Faculty of Engineering, Kyoto University

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