Journal article

Unexpected titanium shifts during cyclopropanation of N,N-dibenzylformamide with ligand-exchanged titanium-alkadiene complexes


Authors listWilliams, CM; Chaplinski, V; Schreiner, PR; de Meijere, A

Publication year1998

Pages7695-7698

JournalTetrahedron Letters

Volume number39

Issue number42

ISSN0040-4039

DOI Linkhttps://doi.org/10.1016/S0040-4039(98)01665-7

PublisherElsevier


Abstract
A number of readily available dienes and a triene were applied to exchange the alkene ligand on the in situ generated titanium-alkene complexes which react with N,N-dialkylcarboxamides to give N,N-dialkylcyclopropylamines. The ligand-exchanged intermediates were found to give the most highly substituted alkenylcyclopropylamines (abnormal products) in good yields (47-64%), rather than the least substituted alkenylcyclopropylamine (expected products). This has been attributed to an unforeseen and unprecedented titanium migration along the ligand.



Citation Styles

Harvard Citation styleWilliams, C., Chaplinski, V., Schreiner, P. and de Meijere, A. (1998) Unexpected titanium shifts during cyclopropanation of N,N-dibenzylformamide with ligand-exchanged titanium-alkadiene complexes, Tetrahedron Letters, 39(42), pp. 7695-7698. https://doi.org/10.1016/S0040-4039(98)01665-7

APA Citation styleWilliams, C., Chaplinski, V., Schreiner, P., & de Meijere, A. (1998). Unexpected titanium shifts during cyclopropanation of N,N-dibenzylformamide with ligand-exchanged titanium-alkadiene complexes. Tetrahedron Letters. 39(42), 7695-7698. https://doi.org/10.1016/S0040-4039(98)01665-7


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