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Cationic Ir/Me-BIPAM-catalyzed asymmetric intramolecular direct hydroarylation of α-ketoamides.
Angew Chem Int Ed Engl. 2014 Mar 03; 53(10):2658-61.AC

Abstract

Asymmetric intramolecular direct hydroarylation of α-ketoamides gives various types of optically active 3-substituted 3-hydroxy-2-oxindoles in high yields with complete regioselectivity and high enantioselectivities (84-98% ee). This is realized by the use of the cationic iridium complex [Ir(cod)₂](BAr(F)₄) and the chiral O-linked bidentate phosphoramidite (R,R)-Me-BIPAM.

Authors

Shirai T
No affiliation info available
Ito H
No affiliation info available
Yamamoto Y
No affiliation info available

MeSH

AmidesCatalysisCationsIndolesIridiumMolecular StructureOrganophosphorus CompoundsOxindoles

Pub Type(s)

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

Language

eng

PubMed ID

24677548

Citation

Shirai, Tomohiko, et al. "Cationic Ir/Me-BIPAM-catalyzed Asymmetric Intramolecular Direct Hydroarylation of Α-ketoamides." Angewandte Chemie (International Ed. in English), vol. 53, no. 10, 2014, pp. 2658-61.
Shirai T, Ito H, Yamamoto Y. Cationic Ir/Me-BIPAM-catalyzed asymmetric intramolecular direct hydroarylation of α-ketoamides. Angew Chem Int Ed Engl. 2014;53(10):2658-61.
Shirai, T., Ito, H., & Yamamoto, Y. (2014). Cationic Ir/Me-BIPAM-catalyzed asymmetric intramolecular direct hydroarylation of α-ketoamides. Angewandte Chemie (International Ed. in English), 53(10), 2658-61.
Shirai T, Ito H, Yamamoto Y. Cationic Ir/Me-BIPAM-catalyzed Asymmetric Intramolecular Direct Hydroarylation of Α-ketoamides. Angew Chem Int Ed Engl. 2014 Mar 3;53(10):2658-61. PubMed PMID: 24677548.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Cationic Ir/Me-BIPAM-catalyzed asymmetric intramolecular direct hydroarylation of α-ketoamides. AU - Shirai,Tomohiko, AU - Ito,Hajime, AU - Yamamoto,Yasunori, PY - 2014/01/07/received PY - 2014/3/29/entrez PY - 2014/3/29/pubmed PY - 2014/10/23/medline SP - 2658 EP - 61 JF - Angewandte Chemie (International ed. in English) JO - Angew Chem Int Ed Engl VL - 53 IS - 10 N2 - Asymmetric intramolecular direct hydroarylation of α-ketoamides gives various types of optically active 3-substituted 3-hydroxy-2-oxindoles in high yields with complete regioselectivity and high enantioselectivities (84-98% ee). This is realized by the use of the cationic iridium complex [Ir(cod)₂](BAr(F)₄) and the chiral O-linked bidentate phosphoramidite (R,R)-Me-BIPAM. SN - 1521-3773 UR - https://www.unboundmedicine.com/medline/citation/24677548/Cationic_Ir/Me_BIPAM_catalyzed_asymmetric_intramolecular_direct_hydroarylation_of_α_ketoamides_ DB - PRIME DP - Unbound Medicine ER -