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- Title
Practical and Scalable Kinetic Resolution of BINOLs Mediated by a Chiral Counterion.
- Authors
Jones, Benjamin A.; Balan, Tudor; Jolliffe, John D.; Campbell, Craig D.; Smith, Martin D.
- Abstract
BINOLs are valuable and widely used building blocks, chiral ligands, and catalysts that are effective across a remarkable range of different chemical transformations. Here we demonstrate that an ammonium salt catalyzed kinetic resolution of racemic BINOLs with benzyl tosylate proceeds with s up to 46. This is a scalable and practical process that can be applied across >30 different C2‐ and non‐C2‐symmetric BINOLs. Implementation of this method enables the enantioselective synthesis of a wide range of BINOL derivatives with over 99:1 e.r.
- Subjects
CHIRALITY; KINETIC resolution; CHEMICAL amplification; SYMMETRY (Physics); ENANTIOSELECTIVE catalysis
- Publication
Angewandte Chemie, 2019, Vol 131, Issue 14, p4644
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201814381