Chirale Lactole, XII. Untersuchungen zur basenkatalysierten Glycolaldehydaldolisierung
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.