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Enantioenriched synthesis of C1-symmetric BINOLs: iron-catalyzed cross-coupling of 2-naphthols and some mechanistic insight.
J Am Chem Soc. 2010 Oct 06; 132(39):13633-5.JA

Abstract

Highly enantioselective aerobic oxidative cross-coupling of 2-naphthols with broad substrate scope was achieved using an iron(salan) complex as the catalyst. Enantiomeric excesses of the products ranged from 87 to 95%. The scope of the cross-coupling reaction was found to be different from that of the homocoupling reaction under the same reaction conditions.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Egami H
Department of Chemistry, Faculty of Science, Graduate School, and Institute for Advanced Study, Kyushu University, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan.
Matsumoto K
No affiliation info available
Oguma T
No affiliation info available
Kunisu T
No affiliation info available
Katsuki T
No affiliation info available

MeSH

CatalysisCrystallography, X-RayFerric CompoundsModels, MolecularMolecular StructureNaphtholsStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

20831174

Citation

Egami, Hiromichi, et al. "Enantioenriched Synthesis of C1-symmetric BINOLs: Iron-catalyzed Cross-coupling of 2-naphthols and some Mechanistic Insight." Journal of the American Chemical Society, vol. 132, no. 39, 2010, pp. 13633-5.
Egami H, Matsumoto K, Oguma T, et al. Enantioenriched synthesis of C1-symmetric BINOLs: iron-catalyzed cross-coupling of 2-naphthols and some mechanistic insight. J Am Chem Soc. 2010;132(39):13633-5.
Egami, H., Matsumoto, K., Oguma, T., Kunisu, T., & Katsuki, T. (2010). Enantioenriched synthesis of C1-symmetric BINOLs: iron-catalyzed cross-coupling of 2-naphthols and some mechanistic insight. Journal of the American Chemical Society, 132(39), 13633-5. https://doi.org/10.1021/ja105442m
Egami H, et al. Enantioenriched Synthesis of C1-symmetric BINOLs: Iron-catalyzed Cross-coupling of 2-naphthols and some Mechanistic Insight. J Am Chem Soc. 2010 Oct 6;132(39):13633-5. PubMed PMID: 20831174.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Enantioenriched synthesis of C1-symmetric BINOLs: iron-catalyzed cross-coupling of 2-naphthols and some mechanistic insight. AU - Egami,Hiromichi, AU - Matsumoto,Kenji, AU - Oguma,Takuya, AU - Kunisu,Takashi, AU - Katsuki,Tsutomu, PY - 2010/9/14/entrez PY - 2010/9/14/pubmed PY - 2011/1/21/medline SP - 13633 EP - 5 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 132 IS - 39 N2 - Highly enantioselective aerobic oxidative cross-coupling of 2-naphthols with broad substrate scope was achieved using an iron(salan) complex as the catalyst. Enantiomeric excesses of the products ranged from 87 to 95%. The scope of the cross-coupling reaction was found to be different from that of the homocoupling reaction under the same reaction conditions. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/20831174/Enantioenriched_synthesis_of_C1_symmetric_BINOLs:_iron_catalyzed_cross_coupling_of_2_naphthols_and_some_mechanistic_insight_ L2 - https://doi.org/10.1021/ja105442m DB - PRIME DP - Unbound Medicine ER -