Chirale Lactole, XII. Untersuchungen zur basenkatalysierten Glycolaldehydaldolisierung

Autor:	Peter Ettmayer, Jerome Freissmuth, Christian R. Noe, Max Knollmüller
Rok vydání:	1994
Předmět:	chemistry.chemical_classification Glycolaldehyde Chiral auxiliary Threose Organic Chemistry chemistry.chemical_compound chemistry Aldose Galactose Allose Organic chemistry Hexose Aldol condensation Physical and Theoretical Chemistry
Zdroj:	Liebigs Annalen der Chemie. 1994:611-613
ISSN:	1099-0690 0170-2041
DOI:	10.1002/jlac.199419940611
Popis:	Chiral Lactols, XII. – Studies on the Aldolization of Glycolaldehyde Catalyzed by Bases Base-catalyzed aldolization of the glycolaldehyde derivative 1 is studied under various reaction conditions. The resulting products, tetrose and hexose derivatives 2–11, are reduced to the corresponding sugar alcohols and analyzed by HPL chromatography. All experiments leading to a trimerization of 1 give threose 3 as major product among the tetroses and allose 4 among the hexoses. An exception is the reaction catalyzed by LiOH, in which trimerization of 1 to the corresponding hexose derivatives proceeds much slower and as products galactose 10 together with glucose 6 are favored above the other hexoses.
Databáze:	OpenAIRE
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