The reaction of O-isopropylidene pentodialdo-1,4-furanoses with lithium diisopropylamide

Autor:	Aleksander Zamojski, Halszka Stepowska
Rok vydání:	1999
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry Aldol reaction Organic Chemistry Acetone Pentose Nanotechnology General Medicine Biochemistry Lithium diisopropylamide Medicinal chemistry Analytical Chemistry
Zdroj:	Carbohydrate Research. 321:105-109
ISSN:	0008-6215
DOI:	10.1016/s0008-6215(99)00165-2
Popis:	Three O -isopropylidene group-protected pentose aldehydes (methyl 2,3- O -isopropylidene-β- d - ribo -pentodialdo-1,4-furanoside ( 1 ), methyl 2,3- O -isopropylidene-α- d - lyxo -pentodialdo-1,4-furanoside ( 2 ), and 3- O -benzyl-1,2- O -isopropylidene-α- d - xylo -pentodialdo-1,4-furanose ( 3 )) were treated at −30 °C with lithium diisopropylamide (LDA) and the mixtures obtained were reduced with LiAlH 4 . The products, obtained in moderate yields, proved that deacetonation occurred followed by aldol reactions between aldehydes 1 – 3 and acetone.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::8074b4f777f3975a29a007fa69586b3b https://doi.org/10.1016/s0008-6215(99)00165-2 Zobrazit plný text záznamu Full Text from ScienceDirect