Peer-Reviewed Journal Details
Mandatory Fields
Doyle, L;Heaney, F
2010
August
Tetrahedron
An investigation of structure-reactivity relationships of delta-alkenyl oximes; competitive thermal reactions leading to cyclic nitrones and/or N-unsubstituted bicyclic isoxazolidines
Published
9 ()
Optional Fields
INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITION O-TERT-BUTYLDIMETHYLSILYLOXIMES X=Y-ZH SYSTEMS POTENTIAL 1,3-DIPOLES OLEFIN CYCLOADDITION 1,3-AZAPROTIO CYCLOTRANSFER AMINO-ACIDS LEWIS-ACID GENERATION ANALOGS
66
7041
7049
Thermal reactions of C-aryl delta-alkenyl oximes give N-unsubstituted bicylic lactone, lactam and pyrrolidine fused isoxazolidines by an intramolecular oxime olefin cycloaddition pathway (IOOC) and/or cyclic nitrones by an azaprotio cyclotransfer (APT) route; a number of factors, including the nature of the aryl group, the oxime geometry and the structure of the linker between the oxime and the terminal alkene, contribute to the competition. (C) 2010 Elsevier Ltd. All rights reserved.
OXFORD
0040-4020
10.1016/j.tet.2010.06.005
Grant Details