Horino Yoshikazu, Aimono Ataru, Abe Hitoshi
Department of Applied Chemistry, Graduate School of Science and Engineering, University of Toyama, Gofuku, Toyama 930-8555, Japan.
Org Lett. 2015 Jun 5;17(11):2824-7. doi: 10.1021/acs.orglett.5b01244. Epub 2015 May 21.
The Pd-catalyzed three-component reaction of 3-(pinacolatoboryl)allyl acetates, aldehydes, and organoboranes is described. The reaction is initiated by the formation of an allylic gem-palladium/boryl intermediate, which then undergoes allylation of aldehydes by allylboronates followed by a coupling reaction of in situ generated (Z)-vinylpalladium acetates with organoboranes to provide the (Z)-anti-homoallylic alcohols with high levels of diastereoselectivity and alkene stereocontrol.
描述了钯催化的3-（频哪醇硼酸酯基）烯丙基乙酸酯、醛和有机硼烷的三组分反应。该反应由烯丙基偕钯/硼基中间体的形成引发，然后烯丙基硼酸酯对醛进行烯丙基化反应，接着原位生成的（Z）-乙烯基钯乙酸酯与有机硼烷发生偶联反应，以高非对映选择性和烯烃立体控制提供（Z）-反式高烯丙醇。
