title: Three-component coupling sequence for the regiospecific synthesis of substituted pyridines.
abstract: A de novo synthesis of substituted pyridines is described that proceeds through nucleophilic addition of a dithiane anion to an α,β-unsaturated carbonyl followed by metallacycle-mediated union of the resulting allylic alcohol with preformed trimethylsilane-imines (generated in situ by the low-temperature reaction of lithium hexamethyldisilazide with an aldehyde) and Ag(I)- or Hg(II)-mediated ring closure. The process is useful for the convergent assembly of di- through penta-substituted pyridines with complete regiochemical control.
authors: Kellogg School of Science and Technology at The Scripps Research Institute, The Scripps Research Institute, Scripps Florida, Jupiter, Florida 33458, USA.
authors: Ming Z
authors: MZ
authors: Chen
authors: Glenn C
authors: GC
authors: Micalizio
mesh_terms: D015394:Molecular Structure; D011725:Pyridines / Q000138:chemical synthesis*
chemical_list: D011725:Pyridines