Chiral Brønsted acid-catalyzed enantioselective multicomponent Mannich reaction: synthesis of anti-1,3-diamines using enecarbamates as nucleophiles.Org Lett. 2009 Dec 03; 11(23):5546-9.OL
Abstract
Reaction of aldehydes 2, anilines 3, and enecarbamates 4 in dichloromethane in the presence of EtOH and a catalytic amount of chiral phosphoric acid 5 afforded the Mannich adducts which were in situ reduced to anti-1,2-disubstituted 1,3-diamines 1 in excellent diastereoselectivity and enantioselectivity.
Links
Pub Type(s)
Journal Article
Research Support, Non-U.S. Gov't
Language
eng
PubMed ID
19886612
Citation
Dagousset, Guillaume, et al. "Chiral Brønsted Acid-catalyzed Enantioselective Multicomponent Mannich Reaction: Synthesis of Anti-1,3-diamines Using Enecarbamates as Nucleophiles." Organic Letters, vol. 11, no. 23, 2009, pp. 5546-9.
Dagousset G, Drouet F, Masson G, et al. Chiral Brønsted acid-catalyzed enantioselective multicomponent Mannich reaction: synthesis of anti-1,3-diamines using enecarbamates as nucleophiles. Org Lett. 2009;11(23):5546-9.
Dagousset, G., Drouet, F., Masson, G., & Zhu, J. (2009). Chiral Brønsted acid-catalyzed enantioselective multicomponent Mannich reaction: synthesis of anti-1,3-diamines using enecarbamates as nucleophiles. Organic Letters, 11(23), 5546-9. https://doi.org/10.1021/ol9023985
Dagousset G, et al. Chiral Brønsted Acid-catalyzed Enantioselective Multicomponent Mannich Reaction: Synthesis of Anti-1,3-diamines Using Enecarbamates as Nucleophiles. Org Lett. 2009 Dec 3;11(23):5546-9. PubMed PMID: 19886612.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Chiral Brønsted acid-catalyzed enantioselective multicomponent Mannich reaction: synthesis of anti-1,3-diamines using enecarbamates as nucleophiles.
AU - Dagousset,Guillaume,
AU - Drouet,Fleur,
AU - Masson,Géraldine,
AU - Zhu,Jieping,
PY - 2009/11/6/entrez
PY - 2009/11/6/pubmed
PY - 2010/1/27/medline
SP - 5546
EP - 9
JF - Organic letters
JO - Org Lett
VL - 11
IS - 23
N2 - Reaction of aldehydes 2, anilines 3, and enecarbamates 4 in dichloromethane in the presence of EtOH and a catalytic amount of chiral phosphoric acid 5 afforded the Mannich adducts which were in situ reduced to anti-1,2-disubstituted 1,3-diamines 1 in excellent diastereoselectivity and enantioselectivity.
SN - 1523-7052
UR - https://www.unboundmedicine.com/medline/citation/19886612/Chiral_Brønsted_acid_catalyzed_enantioselective_multicomponent_Mannich_reaction:_synthesis_of_anti_13_diamines_using_enecarbamates_as_nucleophiles_
L2 - https://doi.org/10.1021/ol9023985
DB - PRIME
DP - Unbound Medicine
ER -
