This work was supported by the Korean government funded by National Research Foundation of Korea (NRF-2010-0009458)
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Communication
Synthetic Strategy for Cyclic Amines: A Stereodefined Cyclic N,O-Acetal as a Stereocontrol and Diversity-Generating Element†
Article first published online: 25 OCT 2012
DOI: 10.1002/anie.201206967
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Issue
Angewandte Chemie International Edition
Volume 51, Issue 48, pages 12055–12058, November 26, 2012
Additional Information
How to Cite
Kim, H., Lim, W., Im, D., Kim, D.-g. and Rhee, Y. H. (2012), Synthetic Strategy for Cyclic Amines: A Stereodefined Cyclic N,O-Acetal as a Stereocontrol and Diversity-Generating Element . Angew. Chem. Int. Ed., 51: 12055–12058. doi: 10.1002/anie.201206967
- †
Publication History
- Issue published online: 21 NOV 2012
- Article first published online: 25 OCT 2012
- Manuscript Received: 28 AUG 2012
Funded by
- National Research Foundation of Korea. Grant Number: NRF-2010-0009458
Keywords:
- enantioselectivity;
- hydroamination;
- metathesis;
- stereoselectivity;
- synthetic methods
In control: A new synthetic strategy towards cyclic amines was developed and exploits a stereodefined cyclic N,O-acetal as the key stereocontrol and diversity-generating element. The cyclic N,O-acetal was prepared from the sequential asymmetric hydroamination of an alkoxyallene with the chiral ligand L*, and ring-closing metathesis. The stereochemical integrity of the labile N,O-acetal was conserved in all catalytic transformations.