Institut für Organische und Biomolekulare Chemie, Georg-August Universität Göttingen, Tammannstrasse 2, 37077 Göttingen, Germany.
Chemistry. 2012 Mar 12;18(11):3286-91. doi: 10.1002/chem.201103209. Epub 2012 Jan 19.
Helical tetrasubstituted alkenes (7) were obtained in a highly efficient way through a palladium-catalyzed domino-carbopalladation/CH-activation reaction of propargylic alcohols 6 in good to excellent yields. Electron-withdrawing- and electron-donating substituents can be introduced onto the upper and lower aromatic rings. The substrates (6) for the domino process were synthesized by addition of the lithiated alkyne (20) to various aldehydes (19); moreover, the substrates were accessible enantioselectively (in 95% ee) by reduction of the corresponding ketone using the Noyori procedure.
通过钯催化的炔丙醇 6 的级联碳钯化/CH 活化反应，可以高效地得到螺旋四取代烯烃（7），产率良好至优秀。可以在上部和下部芳环上引入吸电子和供电子取代基。该级联反应的底物（6）通过锂化炔烃（20）与各种醛（19）的加成反应合成；此外，通过使用 Noyori 法还原相应的酮，可以以 95%ee 的对映选择性获得这些底物。
