Reaktionen von Kohlenhydrat‐acetalen mit Organolithiumverbindungen Eine einfache Synthese der 4,6‐Didesoxy‐α‐D‐erythro‐hexopyranos‐3‐ulose

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.