Stereoselective Copper‐Catalyzed Intramolecular Alkene Aminooxygenation: Effects of Substrate and Ligand Structure on Selectivity | Zendy

Paderes Monissa C. | Zendy; Chemler Sherry R. | Zendy

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Stereoselective Copper‐Catalyzed Intramolecular Alkene Aminooxygenation: Effects of Substrate and Ligand Structure on Selectivity

Author(s) -

Paderes Monissa C.,

Chemler Sherry R.

Publication year - 2011

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201100444

Subject(s) - chemistry , intramolecular force , alkene , enantioselective synthesis , substituent , selectivity , stereoselectivity , ligand (biochemistry) , catalysis , substrate (aquarium) , copper , combinatorial chemistry , stereochemistry , medicinal chemistry , organic chemistry , receptor , oceanography , biochemistry , geology

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.

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