We thank NIGMS (GM80442) for generous support and Roche and Amgen for unrestricted support. We thank Johnson Matthey for a generous loan of Rh salts.
A Catalytic Asymmetric Synthesis of Polysubstituted Piperidines Using a Rhodium(I)-Catalyzed [2+2+2] Cycloaddition Employing a Cleavable Tether†
Article first published online: 19 APR 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 20, pages 5368–5371, May 10, 2013
How to Cite
Martin, T. J. and Rovis, T. (2013), A Catalytic Asymmetric Synthesis of Polysubstituted Piperidines Using a Rhodium(I)-Catalyzed [2+2+2] Cycloaddition Employing a Cleavable Tether . Angew. Chem. Int. Ed., 52: 5368–5371. doi: 10.1002/anie.201301741
- Issue published online: 3 MAY 2013
- Article first published online: 19 APR 2013
- Manuscript Received: 28 FEB 2013
- NIGMS. Grant Number: GM80442
- asymmetric synthesis;
Break the cycle: The title reaction proceeds with a variety of alkyne substrates in good yield and high enantioselectivity. Upon reduction of the vinylogous amide in high diastereoselectivity (>19:1) and cleavage of the tether, N-methylpiperidine products with functional group handles can be accessed (see scheme).