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Synthesis of azasugars through a proline-catalyzed reaction.
J Org Chem. 2006 Aug 04; 71(16):6258-61.JO

Abstract

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.

Authors+Show Affiliations

Calderón F
Instituto de Química Organica General, C/Juan de la Cierva, 3. 28006, Spain.
Doyagüez EG
No affiliation info available
Fernandez-Mayoralas A
No affiliation info available

MeSH

AldehydesAza CompoundsCarbohydratesCatalysisHydrogenMolecular StructureProline

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

16872215

Citation

Calderón, Félix, et al. "Synthesis of Azasugars Through a Proline-catalyzed Reaction." The Journal of Organic Chemistry, vol. 71, no. 16, 2006, pp. 6258-61.
Calderón F, Doyagüez EG, Fernandez-Mayoralas A. Synthesis of azasugars through a proline-catalyzed reaction. J Org Chem. 2006;71(16):6258-61.
Calderón, F., Doyagüez, E. G., & Fernandez-Mayoralas, A. (2006). Synthesis of azasugars through a proline-catalyzed reaction. The Journal of Organic Chemistry, 71(16), 6258-61.
Calderón F, Doyagüez EG, Fernandez-Mayoralas A. Synthesis of Azasugars Through a Proline-catalyzed Reaction. J Org Chem. 2006 Aug 4;71(16):6258-61. PubMed PMID: 16872215.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis of azasugars through a proline-catalyzed reaction. AU - Calderón,Félix, AU - Doyagüez,Elisa G, AU - Fernandez-Mayoralas,Alfonso, PY - 2006/7/29/pubmed PY - 2007/6/30/medline PY - 2006/7/29/entrez SP - 6258 EP - 61 JF - The Journal of organic chemistry JO - J Org Chem VL - 71 IS - 16 N2 - 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. SN - 0022-3263 UR - https://www.unboundmedicine.com/medline/citation/16872215/Synthesis_of_azasugars_through_a_proline_catalyzed_reaction_ L2 - https://doi.org/10.1021/jo060568b DB - PRIME DP - Unbound Medicine ER -