Improving the stereoselectivity of one-carbon atom homologation of hexoses at the terminal position

Autor:	Aleksander Zamojski, Barbara Grzeszczyk, Mikhail Kim
Rok vydání:	2002
Předmět:	Transmetalation Carbon atom Terminal (electronics) Stereochemistry Chemistry Organic Chemistry Drug Discovery Stereoselectivity Biochemistry
Zdroj:	Tetrahedron Letters. 43:1337-1340
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(01)02376-0
Popis:	A number of modifications of the original Grignard C 1 homologation of hexoses was examined, e.g. reactions of protected hexodialdo-1,5-pyranosides with benzyloxymethyllithium, transmetalation, precomplexation of the aldehydes. Some of the modifications, e.g. benzyloxymethyl Grignard addition in the presence of tert amines showed good to very good stereoselectivity of the heptoside formation.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::7f5f4825d07f33a76e4e6d429a2d0538 https://doi.org/10.1016/s0040-4039(01)02376-0 Zobrazit plný text záznamu Full Text from ScienceDirect