Oxocarbenium ion cyclizations for the synthesis of disaccharide mimetics of 2-amino-2-deoxy-pyranosides: Application to the carbasugar of β-galactosamine-(1,4)-3-O-methyl-D-chiro-inositol

Autor:	Sunej K. Hans, Steven Truong, David R. Mootoo
Rok vydání:	2022
Předmět:	Cyclization Organic Chemistry Galactosamine General Medicine Carbasugars Disaccharides Biochemistry Inositol Analytical Chemistry Ethers
Zdroj:	Carbohydrate research. 518
ISSN:	1873-426X
Popis:	The synthesis of the carbasugar of β-galactosamine-(1,4)-3-O-methyl-D-chiro-inositol (INS-2), a potential tool for studying glucose metabolism, is described. The synthetic strategy, entails an oxocarbenium ion cyclization on a chiro-inositol derived, thioacetal-enol ether to give a carbocyclic enol ether, which is elaborated to the 2-amino-2-deoxy carbasugar framework via a 2-oximo derivative.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::1f8140826547a5f34b3b835d65caf3eb https://pubmed.ncbi.nlm.nih.gov/35643049 Zobrazit plný text záznamu Full Text from ScienceDirect