Premium
Utilisation d'ylides du phosphore non stabilisés en chimie des sucres. II . Action du méthylthiométhylène‐triphénylphosphorane sur les aldéhydo ‐surces
Author(s) -
Tronchet J. M. J.,
JaccardThorndahl Mme S.,
Baehler Br.
Publication year - 1969
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19690520333
Subject(s) - chemistry , yield (engineering) , electrophile , medicinal chemistry , organic chemistry , catalysis , materials science , metallurgy
Abstract The action of methylthiomethylene‐triphenylphosphorane on 2,3: 4,5‐di‐O‐isopropylidene‐ Aldehydo ‐‐L‐arabinose led with good yield to the corresponding unsaturated sugar which underwent electrophilic addition with a high regiospecificity. This provides a useful new route for a one‐carbon chain extension in the carbohydrate series.