Synthesis of azasugars through a proline-catalyzed reaction.
We report an efficient route to obtain azasugars from the enantiomerically pure L- and D-diethyltartrate. The key step is a proline-catalyzed aldol condensation, in which both enantiomers of proline have been used as catalyst, affording complementary anti-aldol products.
Calderón
Félix
F
Instituto de Química Organica General, C/Juan de la Cierva, 3. 28006, Spain.
Doyagüez
Elisa G
EG
Fernandez-Mayoralas
Alfonso
A
D000447:Aldehydes / Q000737:chemistry; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002241:Carbohydrates / Q000737:chemistry*; D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry; D015394:Molecular Structure; D011392:Proline / Q000737:chemistry*
D000447:Aldehydes; D001372:Aza Compounds; D002241:Carbohydrates; D006859:Hydrogen; C116609:3-hydroxybutanal; D011392:Proline