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Oxidative alkenylation of aromatic esters by ruthenium-catalyzed twofold C-H bond cleavages.
Org Lett. 2012 Aug 17; 14(16):4110-3.OL

Abstract

Cationic ruthenium(II) complexes enabled catalytic twofold C-H bond functionalizations with weakly coordinating aromatic esters in a highly chemo-, site- and diastereo-selective as well as site selective fashion. The oxidative Fujiwara-Moritani-type alkenylation provided step-economical access to diversely substituted styrenes and proved viable in an aerobic manner. Mechanistic studies were indicative of a reversible acetate-assisted cycloruthenation step.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Graczyk K
Institut für Organische und Biomolekulare Chemie, Georg-August-Universität, Tammannstrasse 2, 37077 Göttingen, Germany.
Ma W
No affiliation info available
Ackermann L
No affiliation info available

MeSH

AlkynesCatalysisEstersMolecular StructureOrganometallic CompoundsOxidation-ReductionRutheniumStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

22849302

Citation

Graczyk, Karolina, et al. "Oxidative Alkenylation of Aromatic Esters By Ruthenium-catalyzed Twofold C-H Bond Cleavages." Organic Letters, vol. 14, no. 16, 2012, pp. 4110-3.
Graczyk K, Ma W, Ackermann L. Oxidative alkenylation of aromatic esters by ruthenium-catalyzed twofold C-H bond cleavages. Org Lett. 2012;14(16):4110-3.
Graczyk, K., Ma, W., & Ackermann, L. (2012). Oxidative alkenylation of aromatic esters by ruthenium-catalyzed twofold C-H bond cleavages. Organic Letters, 14(16), 4110-3. https://doi.org/10.1021/ol301759v
Graczyk K, Ma W, Ackermann L. Oxidative Alkenylation of Aromatic Esters By Ruthenium-catalyzed Twofold C-H Bond Cleavages. Org Lett. 2012 Aug 17;14(16):4110-3. PubMed PMID: 22849302.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Oxidative alkenylation of aromatic esters by ruthenium-catalyzed twofold C-H bond cleavages. AU - Graczyk,Karolina, AU - Ma,Wenbo, AU - Ackermann,Lutz, Y1 - 2012/07/31/ PY - 2012/8/2/entrez PY - 2012/8/2/pubmed PY - 2012/12/10/medline SP - 4110 EP - 3 JF - Organic letters JO - Org Lett VL - 14 IS - 16 N2 - Cationic ruthenium(II) complexes enabled catalytic twofold C-H bond functionalizations with weakly coordinating aromatic esters in a highly chemo-, site- and diastereo-selective as well as site selective fashion. The oxidative Fujiwara-Moritani-type alkenylation provided step-economical access to diversely substituted styrenes and proved viable in an aerobic manner. Mechanistic studies were indicative of a reversible acetate-assisted cycloruthenation step. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/22849302/Oxidative_alkenylation_of_aromatic_esters_by_ruthenium_catalyzed_twofold_C_H_bond_cleavages_ L2 - https://doi.org/10.1021/ol301759v DB - PRIME DP - Unbound Medicine ER -