Lewis Base-Promoted Hydrosilylation of Cyclic Malonates: Synthesis of β-Substituted Aldehydes and γ-Substituted Amines

Christopher G Frost, Benjamin C Hartley

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

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.
Original languageEnglish
Pages (from-to)3599-3602
Number of pages4
JournalThe Journal of Organic Chemistry
Volume74
Issue number9
DOIs
Publication statusPublished - 2009

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