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Volumn 121, Issue 15, 1999, Pages 3633-3639

Organolanthanide-catalyzed hydroamination/cyclization. Efficient allene- based transformations for the syntheses of naturally occurring alkaloids

Author keywords

[No Author keywords available]

Indexed keywords

2 BUTYL 5 PENTYLPYRROLIDINE; 5 AMINO PENTADECA 1,8,9 TRIENE; 5 AMINO TRIDECA 8,9 DIENE; LANTHANIDE; PYRROLIDINE DERIVATIVE; PYRROLIZIDINE ALKALOID; UNCLASSIFIED DRUG; XENOVENINE;

EID: 0033594342     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja984305d     Document Type: Article
Times cited : (294)

References (80)
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    • note
    • See Supporting Information for experimental details.
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    • note
    • 1H NMR spectroscopy.
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    • (S, S)-trans-2-Butyl-5-heptylpyrrolidine is an alkaloid isolated from Solepnosis puctaticeps, see ref 19c. For asymmetric syntheses, see: (a) Arseniyadis, S.; Huang, P. Q.; Piveteau, D.; Husson, H.-P. Tetrahedron 1988, 44, 2457-2470. (b) Shiosaki, K.; Rapoport, H. J. Org. Chem. 1985, 50, 1229.
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    • (S, S)-trans-2-Butyl-5-heptylpyrrolidine is an alkaloid isolated from Solepnosis puctaticeps, see ref 19c. For asymmetric syntheses, see: (a) Arseniyadis, S.; Huang, P. Q.; Piveteau, D.; Husson, H.-P. Tetrahedron 1988, 44, 2457-2470. (b) Shiosaki, K.; Rapoport, H. J. Org. Chem. 1985, 50, 1229.
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    • note
    • 2.
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    • note
    • 2 byproduct (δ ∼ 0.1 ppm).


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