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Asymmetric Michael additions of α-nitrocyclohexanone to aryl nitroalkenes catalyzed by natural amino acid-derived bifunctional thioureas.
Org Lett. 2012 Sep 07; 14(17):4518-21.OL

Abstract

A series of new thiourea catalysts prepared from natural amino acids have been applied in organocatalytic asymmetric Michael additions of α-nitrocyclohexanone to nitroalkenes. The resulting addition products are formed with excellent enantioselectivities (up to an er of 98:2) in good yields (up to 90%).

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Publisher Full Text (DOI)

Authors+Show Affiliations

Jörres M
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg1, D-52074 Aachen, Germany.
Schiffers I
No affiliation info available
Atodiresei I
No affiliation info available
Bolm C
No affiliation info available

MeSH

AlkenesAmino AcidsAspartic AcidCatalysisGlutamic AcidMolecular StructureNitro CompoundsPiperidinesPyrrolidinesStereoisomerismThiourea

Pub Type(s)

Journal Article

Language

eng

PubMed ID

22928812

Citation

Jörres, Manuel, et al. "Asymmetric Michael Additions of Α-nitrocyclohexanone to Aryl Nitroalkenes Catalyzed By Natural Amino Acid-derived Bifunctional Thioureas." Organic Letters, vol. 14, no. 17, 2012, pp. 4518-21.
Jörres M, Schiffers I, Atodiresei I, et al. Asymmetric Michael additions of α-nitrocyclohexanone to aryl nitroalkenes catalyzed by natural amino acid-derived bifunctional thioureas. Org Lett. 2012;14(17):4518-21.
Jörres, M., Schiffers, I., Atodiresei, I., & Bolm, C. (2012). Asymmetric Michael additions of α-nitrocyclohexanone to aryl nitroalkenes catalyzed by natural amino acid-derived bifunctional thioureas. Organic Letters, 14(17), 4518-21. https://doi.org/10.1021/ol302005f
Jörres M, et al. Asymmetric Michael Additions of Α-nitrocyclohexanone to Aryl Nitroalkenes Catalyzed By Natural Amino Acid-derived Bifunctional Thioureas. Org Lett. 2012 Sep 7;14(17):4518-21. PubMed PMID: 22928812.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Asymmetric Michael additions of α-nitrocyclohexanone to aryl nitroalkenes catalyzed by natural amino acid-derived bifunctional thioureas. AU - Jörres,Manuel, AU - Schiffers,Ingo, AU - Atodiresei,Iuliana, AU - Bolm,Carsten, Y1 - 2012/08/28/ PY - 2012/8/30/entrez PY - 2012/8/30/pubmed PY - 2013/4/6/medline SP - 4518 EP - 21 JF - Organic letters JO - Org Lett VL - 14 IS - 17 N2 - A series of new thiourea catalysts prepared from natural amino acids have been applied in organocatalytic asymmetric Michael additions of α-nitrocyclohexanone to nitroalkenes. The resulting addition products are formed with excellent enantioselectivities (up to an er of 98:2) in good yields (up to 90%). SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/22928812/Asymmetric_Michael_additions_of_α_nitrocyclohexanone_to_aryl_nitroalkenes_catalyzed_by_natural_amino_acid_derived_bifunctional_thioureas_ L2 - https://doi.org/10.1021/ol302005f DB - PRIME DP - Unbound Medicine ER -