Development of polymer-supported chiral aminoalcohols derived from biomass and their application to asymmetric alkylation

A synthetic strategy has been developed for the preparation of immobilized 1,2-aminoalcohols starting from easily available and renewable chiral building blocks. They were tested as chiral ligands for the asymmetric diethylzinc addition to carbonyl compounds. Enantioselectivities were comparable to...

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Detalhes bibliográficos
Autores: Botta, María Celeste, Biava, Hernan Daniel, Spanevello, Rolando Angel, Mata, Ernesto Gabino, Suarez, Alejandra Graciela
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2016
País:Argentina
Recursos:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/52642
Acesso em linha:http://hdl.handle.net/11336/52642
Access Level:acceso abierto
Palavra-chave:1,2-Aminoalcohols
Asymmetric Induction
Chiral Ligands
Levoglucosenone
Solid-Phase Synthesis
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descrição
Resumo:A synthetic strategy has been developed for the preparation of immobilized 1,2-aminoalcohols starting from easily available and renewable chiral building blocks. They were tested as chiral ligands for the asymmetric diethylzinc addition to carbonyl compounds. Enantioselectivities were comparable to those observed for non-immobilized analogs. These results provide strong evidence for the flexibility of our approach to generate highly valuable supported chiral ligands derived from cellulose-rich materials.