Advanced Synthesis & Catalysis · 2021 · 28 citations · 58 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryMacrocycle SynthesisOrganic SynthesisAsymmetric Heterocycle SynthesisChiral Product SynthesisEnantioselective Cross-couplingEnantioselective Synthesis
Abstract We herein report the ammonium salt‐catalyzed synthesis of chiral 3,3‐disubstituted isoindolinones bearing a heteroatom functionality in the 3‐position. A broad variety of differently substituted CF 3 S‐ and RS‐derivatives were obtained with often high enantioselectivities when using Maruoka's bifunctional chiral ammonium salt catalyst. In addition, a first proof‐of‐concept for the racemic synthesis of the analogous F‐containing products was obtained as well, giving access to one of the rare examples of a fairly stable α‐F‐α‐amino acid derivative. magnified image
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Takashi Ooi, Minoru Kameda, Keiji Maruoka · Journal of the American Chemical Society · 1999 · 389 citations
Takashi Ooi, Minoru Kameda, Keiji Maruoka · Journal of the American Chemical Society · 2003 · 343 citations