A unified strategy for the synthesis of aldohexoses by boronate assisted assembly of CH(2)X(2) derived C(1)-building blocks

A synthetic strategy for all aldohexoses with individually addressable protecting groups from dihalomethane C(1)-units is reported. The underlying synthesis of C(6)-sugar alcohols relies on three consecutive Matteson sequences, vinylation and bishydroxylation. Erythro and threo isomers have been rea...

Descripción completa

Detalles Bibliográficos
Autores principales: Kirupakaran, Sujenth, Arago, Glib, Hirschhäuser, Christoph
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10510816/
https://www.ncbi.nlm.nih.gov/pubmed/37736647
http://dx.doi.org/10.1039/d3sc03778a
Descripción
Sumario:A synthetic strategy for all aldohexoses with individually addressable protecting groups from dihalomethane C(1)-units is reported. The underlying synthesis of C(6)-sugar alcohols relies on three consecutive Matteson sequences, vinylation and bishydroxylation. Erythro and threo isomers have been realized for every glycol motif by strategic variation of the sequence.

Ejemplares similares