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2005
Carbohydrates
U 0500
Amino Acid Catalyzed Direct Enantioselective Formation of Carbohydrates:
de Novo Synthesis of Ketoses. — The amino acid catalyzed addition of al36- 198 One-Step
dehydes to the dihydroxyacetone derivative (I) is studied. The addition of water significantly enhances the reaction in terms of rate and enantioselectivity. Thus, the protected
ribulose (IIIc) and D-tagatose (V) are obtained. The addition of p-anisidine (VII) to the
reaction mixture offers a direct access to protected amino-pentulose and fructose derivatives. — (IBRAHEM, I.; CORDOVA*, A.; Tetrahedron Lett. 46 (2005) 19,
3363-3367; Dep. Org. Chem., Arrhenius Lab., Univ. Stockholm, S-106 91 Stockholm,
Swed.; Eng.) — Mais
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