TY - JOUR
T1 - Lewis Base-Promoted Hydrosilylation of Cyclic Malonates: Synthesis of β-Substituted Aldehydes and γ-Substituted Amines
AU - Frost, Christopher G
AU - Hartley, Benjamin C
PY - 2009
Y1 - 2009
N2 - The Lewis base-promoted hydrosilylation of cyclic malonates provides a convenient synthesis of β-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 γ-substituted propylamines in a one-pot hydrosilylation/reductive amination process.
AB - The Lewis base-promoted hydrosilylation of cyclic malonates provides a convenient synthesis of β-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 γ-substituted propylamines in a one-pot hydrosilylation/reductive amination process.
UR - http://www.scopus.com/inward/record.url?scp=66449128829&partnerID=8YFLogxK
UR - http://dx.doi.org/10.1021/jo900390d
U2 - 10.1021/jo900390d
DO - 10.1021/jo900390d
M3 - Article
VL - 74
SP - 3599
EP - 3602
JO - The Journal of Organic Chemistry
JF - The Journal of Organic Chemistry
IS - 9
ER -