Recognition and site-selective transformation of monosaccharides by using copper(II) catalysis

Autor:	Chen, I-Hon, Kou, Kevin GM, Le, Diane N, Rathbun, Colin M, Dong, Vy M
Rok vydání:	2014
Předmět:	catalysis Acylation Monosaccharides Chemical Sciences carbohydrates lipids (amino acids peptides and proteins) Stereoisomerism molecular recognition General Chemistry site-selective functionalization Copper transition metals
Zdroj:	Chemistry (Weinheim an der Bergstrasse, Germany), vol 20, iss 17
Popis:	We demonstrate copper(II)-catalyzed acylation and tosylation of monosaccharides. Various carbohydrate derivatives, including glucopyranosides and ribofuranosides, are obtained in high yields and regioselectivities. Using this versatile strategy, the site of acylation can be switched by choice of ligand. Preliminary mechanistic studies support nucleophilic addition of a copper-sugar complex to the acyl chloride to be turnover limiting.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=od_______325::e4ec7a2e6240c3a8fd5a11f49f38ec90 https://escholarship.org/uc/item/6sv3827p Zobrazit plný text záznamu