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

Klemer Almuth | Zendy; Jung Günter | Zendy

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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 .

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