A practical approach to the fused β-carboline system. Asymmetric synthesis of indolo[2,3-a]indolizidinones via a diastereoselective intramolecular α-amidoalkylation reaction

Tetrahedron Letters

Volumn 44, Issue 46, 2003, Pages 8445-8448

  Ardeo, Ainhoa ^a   García, Eva ^a   Arrasate, Sonia ^a   Lete, Esther ^a   Sotomayor, Nuria ^a  

^a UNIVERSITY OF THE BASQUE COUNTRY UPV EHU   (Spain)

Author keywords

Enantioselective synthesis; N acyliminium ions; Stereoselective amidoalkylation; carbolines

Indexed keywords

5,11 B INDOLOINDOLIZIDINONE; AMIDE; BETA CARBOLINE; IMIDE; INDOLE DERIVATIVE; KETONE DERIVATIVE; LITHIUM; TRYPTOPHAN; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; ASYMMETRIC CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; CYCLIZATION; ENANTIOSELECTIVITY; STEREOCHEMISTRY;

EID: 0141922089     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.09.097     Document Type: Article

References (40)

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11. For some recent examples, see: (a) Luker, T.; Koot, W.-J.; Hiemstra, H.; Speckamp, W. N. J. Org. Chem. 1998, 63, 220-221; (b) Padwa, A.; Heidelbaugh, T. M.; Kuethe, J. T.; McClure, M. S. J. Org. Chem. 1998, 63, 6778-6779; (c) Lee, Y. S.; Lee, J. Y.; Kim, D. W.; Park, H. Tetrahedron 1999, 55, 4631-4636; (d) Lee, Y. S.; Cho, D. J.; Kim, S. N.; Choi, J. H.; Park, H. J. Org. Chem. 1999, 64, 9727-9730. (e) Ducrot, P.; Thal, C. Tetrahedron Lett. 1999, 40, 9037-9040; (f) Consonni, A.; Danieli, B.; Lesma, G.; Passarella, D.; Piacenti, P.; Silvani, A. Eur. J. Org. Chem. 2001, 1373-1383; (g) Padwa, A. Pure Appl. Chem. 2003, 75, 47-62.
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