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.
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Communication
Lithiated Carbamates: Chiral Carbenoids for Iterative Homologation of Boranes and Boronic Esters†
Article first published online: 20 JUL 2007
DOI: 10.1002/anie.200702146
Copyright © 2007 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
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 International Edition, 46: 7491–7494. doi: 10.1002/anie.200702146
- †
Publication History
- Issue published online: 20 SEP 2007
- Article first published online: 20 JUL 2007
- Manuscript Received: 16 MAY 2007
Funded by
- EPSRC
Keywords:
- asymmetric synthesis;
- boranes;
- boronic esters;
- chiral carbenoids;
- homologation
Graphical Abstract
Take your pick: Either enantiomer of either diastereomer of substrates bearing adjacent stereogenic centers is accessible through reaction of an (R)- or (S)-lithiated carbamate with an (R)- or (S)-boronic ester (see scheme; pin=pinacolate, OCb=substituted carbamate).