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- Title
Stereoselective Synthesis of Mechanically Planar Chiral Rotaxanes.
- Authors
Jinks, Michael A.; de Juan, Alberto; Denis, Mathieu; Fletcher, Catherine J.; Galli, Marzia; Jamieson, Ellen M. G.; Modicom, Florian; Zhang, Zhihui; Goldup, Stephen M.
- Abstract
Chiral interlocked molecules in which the mechanical bond provides the sole stereogenic unit are typically produced with no control over the mechanical stereochemistry. Here we report a stereoselective approach to mechanically planar chiral rotaxanes in up to 98:2 d.r. using a readily available α‐amino acid‐derived azide. Symmetrization of the covalent stereocenter yields a rotaxane in which the mechanical bond provides the only stereogenic element.
- Subjects
ASYMMETRIC synthesis; PLANAR chirality; ROTAXANES; STEREOCHEMISTRY; STEREOSELECTIVE reactions; AMINO acids
- Publication
Angewandte Chemie, 2018, Vol 130, Issue 45, p15022
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201808990