T. Rische et al., Synthesis of gamma-amino- and delta-amino-functionalised ethers, amines, or silanes by hydroaminomethylation of heterofunctionalised allylic compounds, EUR J ORG C, (3), 1999, pp. 653-660
Heterofunctionalised allylic ethers 1, silanes 5, and amines 9 are hydrofor
mylated in the presence of primary or secondary amines 2 to form the corres
ponding gamma-amino- and delta-amino- functionalised compounds. The rhodium
(I)-catalysed reaction sequence proceeds by aldehyde formation and subseque
nt reductive amination to generate thecorresponding functionalised secondar
y or tertiary amines. This selective one-pot hydroaminomethylation procedur
e establishes access to gamma-amino- and delta-amino-functionalised ethers,
amines or silanes with potential biological activity.