Multiple regioselective functionalizations of quinolines via magnesiations.
A wide range of polyfunctionalized quinolines was prepared via chemo- and regioselective magnesiation reactions using appropriate Mg reagents, such as i-PrMgCl.LiCl, MesMgBr.LiCl, Mes2Mg.2LiBr, TMPMgCl.LiCl, and TMP2Mg.2LiCl. An application to the total synthesis of the biologically active compound talnetant was performed (six steps, 28%).
Boudet
Nadège
N
Department Chemie und Biochemie, Ludwig-Maximilians-Universität, Butenandtstrasse 5-13, 81377 München, Germany.
Lachs
Jennifer R
JR
Knochel
Paul
P
D008274:Magnesium / Q000737:chemistry*; D011804:Quinolines / Q000737:chemistry*; D013237:Stereoisomerism
D011804:Quinolines; D008274:Magnesium