Abstract
Bridged tricyclic dihydroazocines, readily available from α-amino acids were subjected to a series of diastereoselective [3,2]-Stevens and Sommelet-Hauser rearrangements via the corresponding ‘azocinium’ salts. The enantiopure rearrangement products have functionalities that can be used in preparing diversely substituted heterocyclic scaffolds.
Key words
sigmatropic rearrangements - nitrogen ylides - tetrahydroisoquinoline
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16 CCDC 286054 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
17 CCDC 286055 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
