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Pyrrolidinyl-sulfamide derivatives as a new class of bifunctional organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes.
Org Biomol Chem. 2011 Jul 21; 9(14):5280-7.OB

Abstract

A series of chiral pyrrolidinyl-sulfamide derivatives have been identified as efficient bifunctional organocatalysts for the direct Michael addition of cyclohexanone to a wide range of nitroalkenes. The desired Michael adducts were obtained in high chemical yields and excellent stereoselectivities (up to 99/1 dr and 95% ee).

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Publisher Full Text (DOI)

Authors+Show Affiliations

Chen JR
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei, 430079, China. jiarongchen2003@yahoo.com.cn
Fu L
No affiliation info available
Zou YQ
No affiliation info available
Chang NJ
No affiliation info available
Rong J
No affiliation info available
Xiao WJ
No affiliation info available

MeSH

AlkenesCatalysisCyclohexanonesMolecular StructureNitroparaffinsPyrrolidinesStereoisomerismSulfonamides

Pub Type(s)

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

Language

eng

PubMed ID

21647476

Citation

Chen, Jia-Rong, et al. "Pyrrolidinyl-sulfamide Derivatives as a New Class of Bifunctional Organocatalysts for Direct Asymmetric Michael Addition of Cyclohexanone to Nitroalkenes." Organic & Biomolecular Chemistry, vol. 9, no. 14, 2011, pp. 5280-7.
Chen JR, Fu L, Zou YQ, et al. Pyrrolidinyl-sulfamide derivatives as a new class of bifunctional organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes. Org Biomol Chem. 2011;9(14):5280-7.
Chen, J. R., Fu, L., Zou, Y. Q., Chang, N. J., Rong, J., & Xiao, W. J. (2011). Pyrrolidinyl-sulfamide derivatives as a new class of bifunctional organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes. Organic & Biomolecular Chemistry, 9(14), 5280-7. https://doi.org/10.1039/c1ob05442b
Chen JR, et al. Pyrrolidinyl-sulfamide Derivatives as a New Class of Bifunctional Organocatalysts for Direct Asymmetric Michael Addition of Cyclohexanone to Nitroalkenes. Org Biomol Chem. 2011 Jul 21;9(14):5280-7. PubMed PMID: 21647476.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Pyrrolidinyl-sulfamide derivatives as a new class of bifunctional organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes. AU - Chen,Jia-Rong, AU - Fu,Liang, AU - Zou,You-Quan, AU - Chang,Ning-Jie, AU - Rong,Jian, AU - Xiao,Wen-Jing, Y1 - 2011/06/06/ PY - 2011/6/8/entrez PY - 2011/6/8/pubmed PY - 2011/10/18/medline SP - 5280 EP - 7 JF - Organic & biomolecular chemistry JO - Org Biomol Chem VL - 9 IS - 14 N2 - A series of chiral pyrrolidinyl-sulfamide derivatives have been identified as efficient bifunctional organocatalysts for the direct Michael addition of cyclohexanone to a wide range of nitroalkenes. The desired Michael adducts were obtained in high chemical yields and excellent stereoselectivities (up to 99/1 dr and 95% ee). SN - 1477-0539 UR - https://www.unboundmedicine.com/medline/citation/21647476/Pyrrolidinyl_sulfamide_derivatives_as_a_new_class_of_bifunctional_organocatalysts_for_direct_asymmetric_Michael_addition_of_cyclohexanone_to_nitroalkenes_ L2 - https://doi.org/10.1039/c1ob05442b DB - PRIME DP - Unbound Medicine ER -