Synthesis of Glycomimetics by Diastereoselective Passerini Reaction.
J Org Chem
; 83(21): 13146-13156, 2018 11 02.
Article
em En
| MEDLINE
| ID: mdl-30354108
ABSTRACT
We describe the utilization of bis-isopropylidene-protected d-fructose-derived aldehyde in the Passerini reaction with various acids and isocyanides. A library of densely functionalized glycomimetics bearing up to 3 carbohydrate units was obtained in high yields and diastereoselectivities. The configuration of the newly formed stereocenter was determined and the diastereoselectivity was rationalized by DFT calculations.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Ano de publicação:
2018
Tipo de documento:
Article