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Highly enantioselective Michael addition of aromatic ketones to nitroolefins promoted by chiral bifunctional primary amine-thiourea catalysts based on saccharides.
Org Lett. 2007 Mar 01; 9(5):923-5.OL

Abstract

[reaction: see text] A new class of thiourea catalysts have been developed which integrate saccharide and primary amine moieties into one small organic molecule. These simple catalysts are shown to be highly enantioselective for direct Michael addition of aromatic ketones to a range of nitroolefins (up to 98% ee).

Authors+Show Affiliations

Liu K
Department of Chemistry, Tianjin University, Tianjin 300072, China.
Cui HF
No affiliation info available
Nie J
No affiliation info available
Dong KY
No affiliation info available
Li XJ
No affiliation info available
Ma JA
No affiliation info available

MeSH

AcetophenonesAlkenesAminesCarbohydratesCatalysisKetonesMolecular StructureNitrogenStereoisomerismThiourea

Pub Type(s)

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

Language

eng

PubMed ID

17288432

Citation

Liu, Kun, et al. "Highly Enantioselective Michael Addition of Aromatic Ketones to Nitroolefins Promoted By Chiral Bifunctional Primary Amine-thiourea Catalysts Based On Saccharides." Organic Letters, vol. 9, no. 5, 2007, pp. 923-5.
Liu K, Cui HF, Nie J, et al. Highly enantioselective Michael addition of aromatic ketones to nitroolefins promoted by chiral bifunctional primary amine-thiourea catalysts based on saccharides. Org Lett. 2007;9(5):923-5.
Liu, K., Cui, H. F., Nie, J., Dong, K. Y., Li, X. J., & Ma, J. A. (2007). Highly enantioselective Michael addition of aromatic ketones to nitroolefins promoted by chiral bifunctional primary amine-thiourea catalysts based on saccharides. Organic Letters, 9(5), 923-5.
Liu K, et al. Highly Enantioselective Michael Addition of Aromatic Ketones to Nitroolefins Promoted By Chiral Bifunctional Primary Amine-thiourea Catalysts Based On Saccharides. Org Lett. 2007 Mar 1;9(5):923-5. PubMed PMID: 17288432.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Highly enantioselective Michael addition of aromatic ketones to nitroolefins promoted by chiral bifunctional primary amine-thiourea catalysts based on saccharides. AU - Liu,Kun, AU - Cui,Han-Feng, AU - Nie,Jing, AU - Dong,Ke-Yan, AU - Li,Xiao-Juan, AU - Ma,Jun-An, Y1 - 2007/02/09/ PY - 2007/2/10/pubmed PY - 2007/5/1/medline PY - 2007/2/10/entrez SP - 923 EP - 5 JF - Organic letters JO - Org Lett VL - 9 IS - 5 N2 - [reaction: see text] A new class of thiourea catalysts have been developed which integrate saccharide and primary amine moieties into one small organic molecule. These simple catalysts are shown to be highly enantioselective for direct Michael addition of aromatic ketones to a range of nitroolefins (up to 98% ee). SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/17288432/Highly_enantioselective_Michael_addition_of_aromatic_ketones_to_nitroolefins_promoted_by_chiral_bifunctional_primary_amine_thiourea_catalysts_based_on_saccharides_ L2 - https://doi.org/10.1021/ol0701666 DB - PRIME DP - Unbound Medicine ER -
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