Stereoselective Copper‐Catalyzed Intramolecular Alkene Aminooxygenation: Effects of Substrate and Ligand Structure on Selectivity
Open Access
- 10 May 2011
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 2011 (20-21), 3679-3684
- https://doi.org/10.1002/ejoc.201100444
Abstract
A new protocol for diastereoselective copper‐catalyzed intramolecular alkene aminooxygenation, which provides methyleneoxy‐functionalized disubstituted pyrrolidines and five‐membered cyclic ureas from the corresponding γ‐alkenylsulfonamides and N‐allylureas, is reported. In addition, some success was achieved in enantioselective desymmetrizations reactions. We discovered that the level of enantioselectivity and diastereoselectivity could be tuned by choice of copper(II) ligands and substrate N‐substituent.Keywords
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