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Lithiated Carbamates: Chiral Carbenoids for Iterative Homologation of Boranes and Boronic Esters†

  1. Jake L. Stymiest Dr.,
  2. Guillaume Dutheuil Dr.,
  3. Adeem Mahmood,
  4. Varinder K. Aggarwal Prof.

Article first published online: 20 JUL 2007

DOI: 10.1002/ange.200702146

Issue

Angewandte Chemie

Angewandte Chemie

Volume 119, Issue 39, pages 7635–7638, October 1, 2007

Additional Information

How to Cite

Stymiest, J., Dutheuil, G., Mahmood, A. and Aggarwal, V. (2007), Lithiated Carbamates: Chiral Carbenoids for Iterative Homologation of Boranes and Boronic Esters. Angewandte Chemie, 119: 7635–7638. doi: 10.1002/ange.200702146

Author Information

  1. School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS 81 TS, UK, Fax: (+44) 117-929-8611

  1. †

    We thank Interbioscreen for a generous supply of (−)-cytisine and EPSRC for support of this work. V.K.A. thanks the Royal Society for a Wolfson Research Merit Award.

Publication History

  1. Issue published online: 20 SEP 2007
  2. Article first published online: 20 JUL 2007
  3. Manuscript Received: 16 MAY 2007

Funded by

  • EPSRC

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Keywords:

  • Asymmetrische Synthesen;
  • Borane;
  • Boronsäureester;
  • Chirale Carbenoide;
  • Homologisierung

Graphical Abstract

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Freie Wahl: Jedes Enantiomer eines jeden Diastereomers von Substraten mit benachbarten stereogenen Zentren ist über die Reaktion eines (R)- oder (S)-lithiierten Carbamats mit einem (R)- bzw. (S)-Boronsäureester zugänglich (siehe Schema, pin=Pinacolat, OCb=Carbamat-Gruppe).

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