Synthesis of tertiary carbinamines

An efficient synthesis of tertiary carbinamines using a one-pot, three-component reaction employing TMSCI 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. (C) 2012 Elsevier Ltd. All rights reserved.