Strategy for the Synthesis of Polymeric Supports with Hydrazone Linkers for Solid-Phase Alkylation of Ketones and Aldehydes

Autor:	Aneta Nodzewska, Ryszard Lazny, Karol Wolosewicz, and Michal Sienkiewicz
Rok vydání:	2004
Předmět:	chemistry.chemical_classification Aldehydes Primary (chemistry) Alkylation Molecular Structure Polymers Chemistry Hydrazones Hydrazone General Chemistry Polymer Ketones Hexanal chemistry.chemical_compound Cross-Linking Reagents Phase (matter) Acetone Organic chemistry Linker
Zdroj:	Journal of Combinatorial Chemistry. 7:109-116
ISSN:	1520-4774 1520-4766
Popis:	A new approach to polymeric supports useful for the immobilization of aldehydes and ketones via hydrazone linkers is reported. The new strategy gives supports with better properties and is effective for the synthesis of all supports previously used for the alkylation of ketones anchored as hydrazones. In contrast to other approaches, the new strategy also provided a polymer with an economical C2 spacer linker. The supports were used for immobilization of ketones 3-pentanone, acetone, N-benzylpiperidone, and aldehydes hexanal and 3-phenylpropanal in the form of their hydrazones. The polymer-supported hydrazones were subjected to alpha-alkylation (LDA/RX) followed by acidic, reductive, or oxidative cleavage/workup procedures to provide alpha-alkylated aldehydes or ketones as well as corresponding primary amines, alcohols, nitriles or acids.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::e4a0249623dcabf013ed629238234124 https://doi.org/10.1021/cc049874y Zobrazit plný text záznamu