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Volumn 125, Issue 37, 2003, Pages 11276-11282

Development and application of a new general method for the asymmetric synthesis of syn- and anti-1,3-amino alcohols

Author keywords

[No Author keywords available]

Indexed keywords

ASYMMETRIC SYNTHESIS;

EID: 0042693200     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0363462     Document Type: Article
Times cited : (177)

References (62)
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    • Asymmetric synthesis of 1,3-amino alcohols: (a) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Chem. Soc. Chem. Commun. 1985, 814-815. (b) Barluenga, J.; Fernandez-Mari, F.; Viado, A. L.; Aguilar, E.; Olano, B. J. Org. Chem. 1996, 61, 5659-5662. (c) Toujas, J.-L.; Toupet, L.; Vaultier, M. Tetrahedron 2000, 56, 2665-2672. See also refs 1-3.
    • (1985) J. Chem. Soc. Chem. Commun. , pp. 814-815
    • Yamamoto, Y.1    Komatsu, T.2    Maruyama, K.3
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    • Asymmetric synthesis of 1,3-amino alcohols: (a) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Chem. Soc. Chem. Commun. 1985, 814-815. (b) Barluenga, J.; Fernandez-Mari, F.; Viado, A. L.; Aguilar, E.; Olano, B. J. Org. Chem. 1996, 61, 5659-5662. (c) Toujas, J.-L.; Toupet, L.; Vaultier, M. Tetrahedron 2000, 56, 2665-2672. See also refs 1-3.
    • (1996) J. Org. Chem. , vol.61 , pp. 5659-5662
    • Barluenga, J.1    Fernandez-Mari, F.2    Viado, A.L.3    Aguilar, E.4    Olano, B.5
  • 17
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    • See also refs 1-3
    • Asymmetric synthesis of 1,3-amino alcohols: (a) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Chem. Soc. Chem. Commun. 1985, 814-815. (b) Barluenga, J.; Fernandez-Mari, F.; Viado, A. L.; Aguilar, E.; Olano, B. J. Org. Chem. 1996, 61, 5659-5662. (c) Toujas, J.-L.; Toupet, L.; Vaultier, M. Tetrahedron 2000, 56, 2665-2672. See also refs 1-3.
    • (2000) Tetrahedron , vol.56 , pp. 2665-2672
    • Toujas, J.-L.1    Toupet, L.2    Vaultier, M.3
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    • Metalloenamines
    • Trost, B. M. Fleming, I., Eds.; Pergamon: Oxford
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    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 475-502
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  • 35
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    • Alkylation of imine and enamine salts
    • Morrison, J. D. Ed.; Academic Press: Orlando, FL
    • (c) Bergbreiter, D. E.; Newcomb, M. Alkylation of Imine and Enamine Salts. In Asymmetric Synthesis; Morrison, J. D. Ed.; Academic Press: Orlando, FL, 1984; Vol. 2, pp 243-273.
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    • note
    • 3 resulted in a slight decrease in diastereoselectivity (95:5 anti/syn).
  • 56
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    • See Supporting Information of ref 8
    • See Supporting Information of ref 8.
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    • note
    • 3. In contrast, reduction with catecholborane proceeds in very poor yield (<10%) and with poor selectivity (<2:1).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.