Angewandte Chemie International Edition · 2017 · 107 citations · 81 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCatalyst DesignHeterocycle SynthesisMetal CatalysisSupported CatalystsChiral Product SynthesisEnantioselective CatalysisEnantioselective Synthesis
Abstract A ligand‐controlled regiodivergent and enantioselective copper‐catalyzed intermolecular hydroallylation of alkynes with allylic phosphates and hydrosilanes has been achieved for the first time. The chiral bidentate sulfonate‐containing N‐heterocyclic carbene ligated CuCl complex leads to enantioenriched S N 2′‐type products, whereas the use of the IMesCuCl catalyst affords S N 2‐type products. Thus a range of chiral branched and achiral linear 1,4‐dienes could be facilely synthesized from readily available alkynes in a regiodivergent manner.
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Lewis-acid catalyzed ene reactions
Barry B. Snider · Accounts of Chemical Research · 1980 · 432 citations
Joshua J. Van Veldhuizen, John E. Campbell, Russell E. Giudici et al. · Journal of the American Chemical Society · 2005 · 363 citations