Tags

Type your tag names separated by a space and hit enter

Iridium-catalyzed regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane.
Chem Commun (Camb). 2009 Nov 21CC

Abstract

Highly regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane (FBSM) has been realized by [Ir(COD)Cl](2)/phosphoramidite, affording enantiopure fluorobis(phenylsulfonyl)methylated compounds bearing a terminal alkene, which could be converted to monofluoro-methylated ibuprofen in just two steps without loss of the optical purity (95% ee).

Links

Publisher Full Text (DOI)

Authors+Show Affiliations

Liu WB
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, PR China.
Zheng SC
No affiliation info available
He H
No affiliation info available
Zhao XM
No affiliation info available
Dai LX
No affiliation info available
You SL
No affiliation info available

MeSH

AlkylationCatalysisCrystallography, X-RayHydrocarbons, FluorinatedIridiumMethaneModels, MolecularStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

19865664

Citation

Liu, Wen-Bo, et al. "Iridium-catalyzed Regio- and Enantioselective Allylic Alkylation of Fluorobis(phenylsulfonyl)methane." Chemical Communications (Cambridge, England), 2009, pp. 6604-6.
Liu WB, Zheng SC, He H, et al. Iridium-catalyzed regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane. Chem Commun (Camb). 2009.
Liu, W. B., Zheng, S. C., He, H., Zhao, X. M., Dai, L. X., & You, S. L. (2009). Iridium-catalyzed regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane. Chemical Communications (Cambridge, England), (43), 6604-6. https://doi.org/10.1039/b914315g
Liu WB, et al. Iridium-catalyzed Regio- and Enantioselective Allylic Alkylation of Fluorobis(phenylsulfonyl)methane. Chem Commun (Camb). 2009 Nov 21;(43)6604-6. PubMed PMID: 19865664.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Iridium-catalyzed regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane. AU - Liu,Wen-Bo, AU - Zheng,Sheng-Cai, AU - He,Hu, AU - Zhao,Xiao-Ming, AU - Dai,Li-Xin, AU - You,Shu-Li, Y1 - 2009/09/15/ PY - 2009/10/30/entrez PY - 2009/10/30/pubmed PY - 2010/1/27/medline SP - 6604 EP - 6 JF - Chemical communications (Cambridge, England) JO - Chem Commun (Camb) IS - 43 N2 - Highly regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane (FBSM) has been realized by [Ir(COD)Cl](2)/phosphoramidite, affording enantiopure fluorobis(phenylsulfonyl)methylated compounds bearing a terminal alkene, which could be converted to monofluoro-methylated ibuprofen in just two steps without loss of the optical purity (95% ee). SN - 1364-548X UR - https://www.unboundmedicine.com/medline/citation/19865664/Iridium_catalyzed_regio__and_enantioselective_allylic_alkylation_of_fluorobis_phenylsulfonyl_methane_ L2 - https://doi.org/10.1039/b914315g DB - PRIME DP - Unbound Medicine ER -