A new thiourea catalyst is reported for the enantioselective cationic polycyclization of hydroxylactams. Both the yield and enantioselectivity of this transformation were found to vary strongly with the identity of a single aromatic residue on a common catalyst framework, with more expansive and polarizable arenes proving optimal. Evidence is presented for a mechanism in which stabilizing cation-Pi interactions are a principal determinant of enantioselectivity.
机构:
Univ Catania, Res Ctr Anal Monitoring & Minimizat Methods Envir, I-95125 Catania, ItalyUniv Catania, Res Ctr Anal Monitoring & Minimizat Methods Envir, I-95125 Catania, Italy
Librando, Vito
;
Minniti, Zelica
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机构:Univ Catania, Res Ctr Anal Monitoring & Minimizat Methods Envir, I-95125 Catania, Italy
机构:
Univ Catania, Res Ctr Anal Monitoring & Minimizat Methods Envir, I-95125 Catania, ItalyUniv Catania, Res Ctr Anal Monitoring & Minimizat Methods Envir, I-95125 Catania, Italy
Librando, Vito
;
Minniti, Zelica
论文数: 0引用数: 0
h-index: 0
机构:Univ Catania, Res Ctr Anal Monitoring & Minimizat Methods Envir, I-95125 Catania, Italy