Stereoselective Synthesis of Mechanically Planar Chiral Rotaxanes

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.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Stereoselective Synthesis of Mechanically Planar Chiral Rotaxanes ; volume:57 ; number:45 ; year:2018 ; pages:14806-14810 ; extent:5
Angewandte Chemie / International edition. International edition ; 57, Heft 45 (2018), 14806-14810 (gesamt 5)

Creator
Jinks, Michael A.
de Juan, Alberto
Denis, Mathieu
Fletcher, Catherine J.
Galli, Marzia
Jamieson, Ellen M. G.
Modicom, Florian
Zhang, Zhihui
Goldup, Stephen M.

DOI
10.1002/anie.201808990
URN
urn:nbn:de:101:1-2022081605515450118052
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:36 AM CEST

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Associated

  • Jinks, Michael A.
  • de Juan, Alberto
  • Denis, Mathieu
  • Fletcher, Catherine J.
  • Galli, Marzia
  • Jamieson, Ellen M. G.
  • Modicom, Florian
  • Zhang, Zhihui
  • Goldup, Stephen M.

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