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Highly enantioselective synthesis of tetrahydro-beta-carbolines and tetrahydro-gamma-carbolines via Pd-catalyzed intramolecular allylic alkylation.
J Am Chem Soc. 2006 Feb 08; 128(5):1424-5.JA

Abstract

A novel Pd-catalyzed intramolecular allylic alkylation of indoles allows THBCs and THGCs to be effectively synthesized in high yields and excellent enantiomeric excesses (ee up to 97%).

Authors+Show Affiliations

Bandini M
Dipartimento di Chimica "G. Ciamician", Alma Mater Studiorum, Università di Bologna, via Selmi 2, 40126 Bologna, Italy. marco.bandini@unibo.it
Melloni A
No affiliation info available
Piccinelli F
No affiliation info available
Sinisi R
No affiliation info available
Tommasi S
No affiliation info available
Umani-Ronchi A
No affiliation info available

MeSH

AlkylationAllyl CompoundsCarbolinesCatalysisPalladiumStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

16448093

Citation

Bandini, Marco, et al. "Highly Enantioselective Synthesis of Tetrahydro-beta-carbolines and Tetrahydro-gamma-carbolines Via Pd-catalyzed Intramolecular Allylic Alkylation." Journal of the American Chemical Society, vol. 128, no. 5, 2006, pp. 1424-5.
Bandini M, Melloni A, Piccinelli F, et al. Highly enantioselective synthesis of tetrahydro-beta-carbolines and tetrahydro-gamma-carbolines via Pd-catalyzed intramolecular allylic alkylation. J Am Chem Soc. 2006;128(5):1424-5.
Bandini, M., Melloni, A., Piccinelli, F., Sinisi, R., Tommasi, S., & Umani-Ronchi, A. (2006). Highly enantioselective synthesis of tetrahydro-beta-carbolines and tetrahydro-gamma-carbolines via Pd-catalyzed intramolecular allylic alkylation. Journal of the American Chemical Society, 128(5), 1424-5.
Bandini M, et al. Highly Enantioselective Synthesis of Tetrahydro-beta-carbolines and Tetrahydro-gamma-carbolines Via Pd-catalyzed Intramolecular Allylic Alkylation. J Am Chem Soc. 2006 Feb 8;128(5):1424-5. PubMed PMID: 16448093.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Highly enantioselective synthesis of tetrahydro-beta-carbolines and tetrahydro-gamma-carbolines via Pd-catalyzed intramolecular allylic alkylation. AU - Bandini,Marco, AU - Melloni,Alfonso, AU - Piccinelli,Fabio, AU - Sinisi,Riccardo, AU - Tommasi,Simona, AU - Umani-Ronchi,Achille, PY - 2006/2/2/pubmed PY - 2006/4/4/medline PY - 2006/2/2/entrez SP - 1424 EP - 5 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 128 IS - 5 N2 - A novel Pd-catalyzed intramolecular allylic alkylation of indoles allows THBCs and THGCs to be effectively synthesized in high yields and excellent enantiomeric excesses (ee up to 97%). SN - 0002-7863 UR - https://www.unboundmedicine.com/medline/citation/16448093/Highly_enantioselective_synthesis_of_tetrahydro_beta_carbolines_and_tetrahydro_gamma_carbolines_via_Pd_catalyzed_intramolecular_allylic_alkylation_ DB - PRIME DP - Unbound Medicine ER -