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Organocatalytic asymmetric Friedel-Crafts alkylation/cascade reactions of naphthols and nitroolefins.
Chem Commun (Camb). 2007 Jun 14CC

Abstract

The asymmetric Michael-type Friedel-Crafts reaction of naphthols and nitroolefins promoted by bifunctional thiourea-tertiary amine organocatalysts (up to 95% ee) was investigated; on simply extending the reaction time further cascade reactions could occur to generate enantiopure dimeric tricyclic 1,2-dihydronaphtho[2,1-b]furanyl-2-hydroxylamine derivatives.

Authors+Show Affiliations

Liu TY
Key Laboratory of Drug-Targeting of Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
Cui HL
No affiliation info available
Chai Q
No affiliation info available
Long J
No affiliation info available
Li BJ
No affiliation info available
Wu Y
No affiliation info available
Ding LS
No affiliation info available
Chen YC
No affiliation info available

MeSH

AlkenesAlkylationAminesCatalysisDimerizationFuransHydrocarbons, CyclicHydroxylaminesModels, ChemicalMolecular StructureNaphthalenesNaphtholsNitro CompoundsStereoisomerismThiourea

Pub Type(s)

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

Language

eng

PubMed ID

17534499

Citation

Liu, Tian-Yu, et al. "Organocatalytic Asymmetric Friedel-Crafts Alkylation/cascade Reactions of Naphthols and Nitroolefins." Chemical Communications (Cambridge, England), 2007, pp. 2228-30.
Liu TY, Cui HL, Chai Q, et al. Organocatalytic asymmetric Friedel-Crafts alkylation/cascade reactions of naphthols and nitroolefins. Chem Commun (Camb). 2007.
Liu, T. Y., Cui, H. L., Chai, Q., Long, J., Li, B. J., Wu, Y., Ding, L. S., & Chen, Y. C. (2007). Organocatalytic asymmetric Friedel-Crafts alkylation/cascade reactions of naphthols and nitroolefins. Chemical Communications (Cambridge, England), (22), 2228-30.
Liu TY, et al. Organocatalytic Asymmetric Friedel-Crafts Alkylation/cascade Reactions of Naphthols and Nitroolefins. Chem Commun (Camb). 2007 Jun 14;(22)2228-30. PubMed PMID: 17534499.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Organocatalytic asymmetric Friedel-Crafts alkylation/cascade reactions of naphthols and nitroolefins. AU - Liu,Tian-Yu, AU - Cui,Hai-Lei, AU - Chai,Qian, AU - Long,Jun, AU - Li,Bang-Jing, AU - Wu,Yong, AU - Ding,Li-Sheng, AU - Chen,Ying-Chun, Y1 - 2007/05/04/ PY - 2007/5/31/pubmed PY - 2007/8/19/medline PY - 2007/5/31/entrez SP - 2228 EP - 30 JF - Chemical communications (Cambridge, England) JO - Chem Commun (Camb) IS - 22 N2 - The asymmetric Michael-type Friedel-Crafts reaction of naphthols and nitroolefins promoted by bifunctional thiourea-tertiary amine organocatalysts (up to 95% ee) was investigated; on simply extending the reaction time further cascade reactions could occur to generate enantiopure dimeric tricyclic 1,2-dihydronaphtho[2,1-b]furanyl-2-hydroxylamine derivatives. SN - 1359-7345 UR - https://www.unboundmedicine.com/medline/citation/17534499/Organocatalytic_asymmetric_Friedel_Crafts_alkylation/cascade_reactions_of_naphthols_and_nitroolefins_ L2 - https://doi.org/10.1039/b704925k DB - PRIME DP - Unbound Medicine ER -
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