Abstract
We herein report a transition-metal-free cross-coupling between secondary alkyl halides/mesylates and aryl/alkenylboronic acid, providing expedited access to a series of nonchiral/chiral coupling products in moderate to good yields. Stereospecific SN2-type coupling is developed for the first time with alkenylboronic acids as pure nucleophiles, offering an attractive alternative to the stereospecific transition-metal-catalyzed C(sp2)–C(sp3) cross-coupling.
Supporting Information
The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/jacs.6b06285.
Full experimental details, characterization data, NMR spectra of 3a–gg, 6a–h, 7a–h, derivatization of 7a, chiral separation methods and HPLC trace of 6a–h and 7a–h (PDF)
