Department of Discovery Chemistry, Bristol-Myers Squibb, Research and Development, PO Box 4000, Princeton, NJ 08543-5400, USA
Abstract:
An efficient synthesis of tertiary carbinamines using a one-pot, three-component reaction employing TMSCl activation of an intermediate imine salt followed by addition of an organometallic is described. An optimized second generation chiral synthesis of select tertiary carbinamines utilizing the Ellman sulfinamine was subsequently developed on a multi-gram scale and is also described.