
%0 Journal Article
%A Bergmann, David J. 
%A Campi, Eva M. 
%A Jackson, W. Roy 
%A Patti, Antonio F. 
%A Saylik, Dilek 
%T Synthesis of Medium and Large Cyclic Amines in Rhodium-Catalysed Reactions of Aminoalkenes with H<emph type="8">2</emph>/CO
%J Australian Journal of Chemistry
%D 2001/04/05
%V 53
%N 10
%P 835-844
%K Cyclic amines; rhodium catalysts; Biphepos.
%R https://doi.org/10.1071/CH00112
%U https://www.publish.csiro.au/paper/CH00112 
%X Rhodium-catalysed reactions of N-benzyl- or N-alkyl-aminoalkenes (6) with H2/CO can give cyclic amines (7) (7&#8211;13 ring size) in good to excellent yields when BIPHEPHOS is used as a ligand. Hydrogenation of the aminoalkene becomes a competing reaction for the smaller rings but can be overcome by using a H2/CO gas ratio of 1 : 5. Reactions of 2-alkenyloxybenzylamines (13) gave 9-, 12- and 17-membered rings (14) in 30&#8211;40% yield, but dimer formation (16) and/or hydrogenation were competing reactions. Similar reactions of alkenylamides and ortho-alkenylanilines gave only non-cyclized amino aldehydes as products in low isolated yields. 
