Hydroamination cyclohexa-2.5-dienes

Intramolecular hydroamination of cyclohexa-2,5-dienes has afforded the corresponding bicyclic allylic amines with high selectivity (Scheme 13).80 The reaction does not proceed through a direct hydroamination of one of the diastereotopic alkenes but more likely involves a diastereoselective protonation of a pentadienyl anion, followed by addition of a lithium amide across the double bond of the resulting 1,3-diene and a highly regioselective protonation of the final allylic anion. 

Intramolecular hydroamination of cyclohexa-2,5-dienes (204) mediated by Bu"Li has been reported to produce the corresponding bicyclic allylic amines (205) with high... 

The group of Hartwig has shown that dienes imdergo hydroamination with anihnes in the presence of the palladium catalyst formed in situ from [ Pd( 7r-allyl)Cl 2] and Trost s ligand (2.190). Under optimum conditions cyclohexa-... 

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See also in sourсe #XX -- [ , ]

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