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Highly enantioselective synthesis of tetrahydrocarbolines via iridium-catalyzed intramolecular Friedel-Crafts type allylic alkylation reactions.
Org Lett. 2013 Dec 06; 15(23):5909-11.OL

Abstract

A highly enantioselective synthesis of substituted tetrahydrocarbolines via Ir-catalyzed Friedel-Crafts type intramolecular asymmetric allylic alkylation of 2-indolyl allyl carbonates has been developed. This strategy features excellent chemoselectivity and enantioselectivity, mild reaction conditions, and an easily accessed chiral ligand.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Xu QL
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, China.
Zhuo CX
No affiliation info available
Dai LX
No affiliation info available
You SL
No affiliation info available

MeSH

AlkylationAllyl CompoundsCarbolinesCarbonatesCatalysisIndolesIridiumLigandsMolecular StructureStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

24215126

Citation

Xu, Qing-Long, et al. "Highly Enantioselective Synthesis of Tetrahydrocarbolines Via Iridium-catalyzed Intramolecular Friedel-Crafts Type Allylic Alkylation Reactions." Organic Letters, vol. 15, no. 23, 2013, pp. 5909-11.
Xu QL, Zhuo CX, Dai LX, et al. Highly enantioselective synthesis of tetrahydrocarbolines via iridium-catalyzed intramolecular Friedel-Crafts type allylic alkylation reactions. Org Lett. 2013;15(23):5909-11.
Xu, Q. L., Zhuo, C. X., Dai, L. X., & You, S. L. (2013). Highly enantioselective synthesis of tetrahydrocarbolines via iridium-catalyzed intramolecular Friedel-Crafts type allylic alkylation reactions. Organic Letters, 15(23), 5909-11. https://doi.org/10.1021/ol4027717
Xu QL, et al. Highly Enantioselective Synthesis of Tetrahydrocarbolines Via Iridium-catalyzed Intramolecular Friedel-Crafts Type Allylic Alkylation Reactions. Org Lett. 2013 Dec 6;15(23):5909-11. PubMed PMID: 24215126.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Highly enantioselective synthesis of tetrahydrocarbolines via iridium-catalyzed intramolecular Friedel-Crafts type allylic alkylation reactions. AU - Xu,Qing-Long, AU - Zhuo,Chun-Xiang, AU - Dai,Li-Xin, AU - You,Shu-Li, Y1 - 2013/11/11/ PY - 2013/11/13/entrez PY - 2013/11/13/pubmed PY - 2014/5/3/medline SP - 5909 EP - 11 JF - Organic letters JO - Org Lett VL - 15 IS - 23 N2 - A highly enantioselective synthesis of substituted tetrahydrocarbolines via Ir-catalyzed Friedel-Crafts type intramolecular asymmetric allylic alkylation of 2-indolyl allyl carbonates has been developed. This strategy features excellent chemoselectivity and enantioselectivity, mild reaction conditions, and an easily accessed chiral ligand. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/24215126/Highly_enantioselective_synthesis_of_tetrahydrocarbolines_via_iridium_catalyzed_intramolecular_Friedel_Crafts_type_allylic_alkylation_reactions_ DB - PRIME DP - Unbound Medicine ER -