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Volumn 2, Issue 9, 2004, Pages 1387-1394

Asymmetric synthesis and applications of β-amino Weinreb amides: Asymmetric synthesis of (S)-coniine

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; ALDEHYDES; AMINO ACIDS; KETONES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANOMETALLICS; OXIDATION; REACTION KINETICS; REDUCTION; SYNTHESIS (CHEMICAL);

EID: 2542446198     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b402531h     Document Type: Article
Times cited : (67)

References (56)
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    • note
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    • 13C NMR spectroscopic data for the crude intermediate β-amino aldehydes 12-14 is contained within the Experimental section.
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    • note
    • 1H NMR spectroscopic anlysis of the crude reaction mixture.
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    • For a related conversions of β-amino aldehydes to piperidines see references 5 and 6.
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    • Charette, A.B.1    Grenon, M.2    Lemire, A.3    Pourashraf, M.4    Martel, J.5
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    • For selected asymmetric syntheses of (S)-coniine see R. S. Al-awar, S. P. Joseph and D. L. Comins, J. Org. Chem., 1993, 58, 7732; D. Enders and J. Tiebes, Lieblgs Ann., 1993, 173: K. Hattori and H. Yamamoto, Tetrahedron, 1993, 49, 1749; W. Oppolzer, C. G. Bochet and E. Merrifield, Tetrahedron Lett., 1994, 35, 7015; Y. Hirai and M. Nagatsu, Chem. Lett., 1994, 21; M. Amat, N. Llor and J. Bosch, Tetrahedron Lett., 1994, 35, 2223; S. Fréville, J. P. Célérier, V. M. Thuy and G. Lhommet, Tetrahedron: Asymmetry, 1995, 6, 2651; Y. H. Kim and J. Y. Choi, Tetrahedron Lett., 1996, 37, 5543; A. B. Charette, M. Grenon, A. Lemire, M. Pourashraf and J. Martel, J. Am. Chem. Soc., 2001, 123, 11829; T. J. Wilkinson, N. W. Stehle and P. Beak, Org Lett., 2000, 2, 155.
    • (2000) Org Lett. , vol.2 , pp. 155
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