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Directed Intermolecular Carbomagnesation across Vinylsilanes: 2-PyMe2 Si Group as a Removable Directing Group
Kenichiro Itami1, Koichi Mitsudo1, Jun-Ichi Yoshida1
1Department of Synthetic Chemistry and Biological Chemistry Graduate School of Engineering, Kyoto University Yoshida, Kyoto 606-8501 (Japan) Fax: (+81) 75-753-5911.
Abstract:
Facile addition of primary alkyl Grignard reagents to vinylsilanes has been realized for the first time by exploiting the directing effect of a 2-pyridyl group on silicon [Eq. (1)]. Three-component coupling reactions of a Grignard reagent, the vinylsilane, and an electrophile, followed by oxidative removal of the 2-pyridyldimethylsilyl group with H2 O2 furnishes various secondary alcohols in excellent overall yields.
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When the strengths of the intermolecular forces of attraction between solute and solvent species in a solution are no different than those present in the separated components, the solution is formed with no accompanying energy change. Such a solution is called an ideal solution. A mixture of ideal gases (or gases such as helium and argon,...
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