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Proline-based reduced dipeptides as recyclable and highly enantioselective organocatalysts for asymmetric Michael addition.
Org Biomol Chem. 2011 Oct 07; 9(19):6487-90.OB

Abstract

A series of novel proline-based reduced dipeptides was developed and evaluated for a direct Michael addition of ketones and aldehydes to nitroalkenes. Excellent yields (up to 95%), diastereoselectivities (up to 98% dr) and enantioselectivities (up to 98% ee) were achieved in the presence of 5 mol% catalyst without any additional additives at room temperature.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Cao X
School of Chemical Engineering and Technology, Tianjin University, Tianjin, PR China.
Wang G
No affiliation info available
Zhang R
No affiliation info available
Wei Y
No affiliation info available
Wang W
No affiliation info available
Sun H
No affiliation info available
Chen L
No affiliation info available

MeSH

AldehydesAlkenesCatalysisDipeptidesKetonesMolecular StructureNitro CompoundsProlinePyransStereoisomerism

Pub Type(s)

Journal Article

Language

eng

PubMed ID

21829837

Citation

Cao, Xiaohui, et al. "Proline-based Reduced Dipeptides as Recyclable and Highly Enantioselective Organocatalysts for Asymmetric Michael Addition." Organic & Biomolecular Chemistry, vol. 9, no. 19, 2011, pp. 6487-90.
Cao X, Wang G, Zhang R, et al. Proline-based reduced dipeptides as recyclable and highly enantioselective organocatalysts for asymmetric Michael addition. Org Biomol Chem. 2011;9(19):6487-90.
Cao, X., Wang, G., Zhang, R., Wei, Y., Wang, W., Sun, H., & Chen, L. (2011). Proline-based reduced dipeptides as recyclable and highly enantioselective organocatalysts for asymmetric Michael addition. Organic & Biomolecular Chemistry, 9(19), 6487-90. https://doi.org/10.1039/c1ob05679d
Cao X, et al. Proline-based Reduced Dipeptides as Recyclable and Highly Enantioselective Organocatalysts for Asymmetric Michael Addition. Org Biomol Chem. 2011 Oct 7;9(19):6487-90. PubMed PMID: 21829837.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Proline-based reduced dipeptides as recyclable and highly enantioselective organocatalysts for asymmetric Michael addition. AU - Cao,Xiaohui, AU - Wang,Ge, AU - Zhang,Richeng, AU - Wei,Yingying, AU - Wang,Wei, AU - Sun,Huichao, AU - Chen,Ligong, Y1 - 2011/08/09/ PY - 2011/8/11/entrez PY - 2011/8/11/pubmed PY - 2012/1/4/medline SP - 6487 EP - 90 JF - Organic & biomolecular chemistry JO - Org Biomol Chem VL - 9 IS - 19 N2 - A series of novel proline-based reduced dipeptides was developed and evaluated for a direct Michael addition of ketones and aldehydes to nitroalkenes. Excellent yields (up to 95%), diastereoselectivities (up to 98% dr) and enantioselectivities (up to 98% ee) were achieved in the presence of 5 mol% catalyst without any additional additives at room temperature. SN - 1477-0539 UR - https://www.unboundmedicine.com/medline/citation/21829837/Proline_based_reduced_dipeptides_as_recyclable_and_highly_enantioselective_organocatalysts_for_asymmetric_Michael_addition_ L2 - https://doi.org/10.1039/c1ob05679d DB - PRIME DP - Unbound Medicine ER -