Premium
Reaktionen von Kohlenhydrat‐acetalen mit Organolithiumverbindungen Eine einfache Synthese der 4,6‐Didesoxy‐α‐ D ‐ erythro ‐hexopyranos‐3‐ulose
Author(s) -
Klemer Almuth,
Jung Günter
Publication year - 1981
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19811140338
Subject(s) - chemistry , lithium diisopropylamide , stereospecificity , stereochemistry , diastereomer , methyllithium , aldose , organic chemistry , deprotonation , glycoside , catalysis , ion
Reactions of Acetals of Sugars with Organolithium Compounds A Simple Synthesis of 4,6‐Dideoxy‐α‐ D ‐ erythro ‐hexopyranos‐3‐ulose 1,2:3,4‐Di‐ O ‐isopropylidene‐β‐L‐arabinose ( 3 ) reacts with lithium diisopropylamide to give the 4‐deoxy‐4‐eno sugar 4 . After its oxidation a stereospecific 1,4‐addition by methyllithium/copper (I) iodide yields the 4,6‐dideoxy‐3‐ulose 6 .