Lewis base-promoted hydrosilylation of cyclic malonates: synthesis of beta-substituted aldehydes and gamma-substituted amines.
The Lewis base-promoted hydrosilylation of cyclic malonates provides a convenient synthesis of beta-substituted aldehydes. No over-reduction to the primary alcohol is observed as the aldehyde functionality is protected until a subsequent hydrolysis step. The utility of the method is demonstrated in a number of examples and further in the synthesis of gamma-substituted propylamines in a one-pot hydrosilylation/reductive amination process.
Department of Chemistry, University of Bath, Bath, BA2 7AY, United Kingdom. c.g.frost@bath.ac.uk
Christopher G
CG
Frost
Benjamin C
BC
Hartley