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Enantioselective tandem reaction of chromone-derived Morita-Baylis-Hillman carbonates with benzylamines catalyzed by a trifunctional organocatalyst: the synthesis of chiral 3-aminomethylene-flavanones.
Chem Commun (Camb). 2013 May 07; 49(35):3697-9.CC

Abstract

An enantioselective tandem reaction of chromones-derived MBH carbonates (1) with benzylamines (2) catalyzed by a trifunctional organocatalyst, cinchonidine-amide-thiourea, has been developed in moderate to good yields (50-87%) and enantioselectivities (up to 89% ee).

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Publisher Full Text (DOI)

Authors+Show Affiliations

Zhong NJ
Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
Liu L
No affiliation info available
Wang D
No affiliation info available
Chen YJ
No affiliation info available

MeSH

AmidesBenzylaminesCarbonatesCatalysisChromonesCinchona AlkaloidsFlavanonesStereoisomerismThiourea

Pub Type(s)

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

Language

eng

PubMed ID

23532090

Citation

Zhong, Neng-jun, et al. "Enantioselective Tandem Reaction of Chromone-derived Morita-Baylis-Hillman Carbonates With Benzylamines Catalyzed By a Trifunctional Organocatalyst: the Synthesis of Chiral 3-aminomethylene-flavanones." Chemical Communications (Cambridge, England), vol. 49, no. 35, 2013, pp. 3697-9.
Zhong NJ, Liu L, Wang D, et al. Enantioselective tandem reaction of chromone-derived Morita-Baylis-Hillman carbonates with benzylamines catalyzed by a trifunctional organocatalyst: the synthesis of chiral 3-aminomethylene-flavanones. Chem Commun (Camb). 2013;49(35):3697-9.
Zhong, N. J., Liu, L., Wang, D., & Chen, Y. J. (2013). Enantioselective tandem reaction of chromone-derived Morita-Baylis-Hillman carbonates with benzylamines catalyzed by a trifunctional organocatalyst: the synthesis of chiral 3-aminomethylene-flavanones. Chemical Communications (Cambridge, England), 49(35), 3697-9. https://doi.org/10.1039/c3cc41011k
Zhong NJ, et al. Enantioselective Tandem Reaction of Chromone-derived Morita-Baylis-Hillman Carbonates With Benzylamines Catalyzed By a Trifunctional Organocatalyst: the Synthesis of Chiral 3-aminomethylene-flavanones. Chem Commun (Camb). 2013 May 7;49(35):3697-9. PubMed PMID: 23532090.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Enantioselective tandem reaction of chromone-derived Morita-Baylis-Hillman carbonates with benzylamines catalyzed by a trifunctional organocatalyst: the synthesis of chiral 3-aminomethylene-flavanones. AU - Zhong,Neng-jun, AU - Liu,Li, AU - Wang,Dong, AU - Chen,Yong-Jun, Y1 - 2013/03/27/ PY - 2013/3/28/entrez PY - 2013/3/28/pubmed PY - 2013/9/24/medline SP - 3697 EP - 9 JF - Chemical communications (Cambridge, England) JO - Chem Commun (Camb) VL - 49 IS - 35 N2 - An enantioselective tandem reaction of chromones-derived MBH carbonates (1) with benzylamines (2) catalyzed by a trifunctional organocatalyst, cinchonidine-amide-thiourea, has been developed in moderate to good yields (50-87%) and enantioselectivities (up to 89% ee). SN - 1364-548X UR - https://www.unboundmedicine.com/medline/citation/23532090/Enantioselective_tandem_reaction_of_chromone_derived_Morita_Baylis_Hillman_carbonates_with_benzylamines_catalyzed_by_a_trifunctional_organocatalyst:_the_synthesis_of_chiral_3_aminomethylene_flavanones_ L2 - https://doi.org/10.1039/c3cc41011k DB - PRIME DP - Unbound Medicine ER -