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Volumn 42, Issue 31, 2003, Pages 3677-3680

The direct and enantioselective, one-pot, three-component, cross-Mannich reaction of aldehydes

Author keywords

Aldehydes; Asymmetric synthesis; Enantioselectivity; Organocatalysts; Three component reaction

Indexed keywords

ALDEHYDES; CATALYSTS; ISOMERS; NITROGEN COMPOUNDS;

EID: 0042969372     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200351813     Document Type: Article
Times cited : (314)

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    • For other notable examples of enantioselective organocatalytic reactions, see Diels-Alder reaction: a) K. A. Ahrendt, C. J. Borths, D. W. C. MacMillan, J. Am. Chem. Soc. 2000, 122, 4243; b) A. B. Northrup, D. W. C. MacMillan, J. Am. Chem. Soc. 2002, 124, 2458; hetero-Diels-Alder reaction: c) K. Juhl, K. A. Jørgensen, Angew. Chem. 2003, 115, 1536; Angew. Chem. Int. Ed. 2003, 42, 1498; nitrone cycloaddition: d) W. S. Jen, J. J. M. Wiener, D. W. C. MacMillan, J. Am. Chem. Soc. 2000, 122, 9874; pyrrole substitution: e) N. A. Paras, D. W. C. MacMillan, J. Am. Chem. Soc. 2001, 123, 4370; indole substitution: f) J. F. Austin, D. W. C. MacMillan, J. Am. Chem. Soc. 2002, 124, 1172; aniline substitution: g) N. A. Paras, D. W. C. MacMillan, J. Am. Chem. Soc. 2002, 124, 7894; Baylis-Hillman reaction: h) Y. Iwabuchi, M. Nakatani, N. Yokoyama, S. Hatakeyama, J. Am. Chem. Soc. 1999, 121, 10219.
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    • For other notable examples of enantioselective organocatalytic reactions, see Diels-Alder reaction: a) K. A. Ahrendt, C. J. Borths, D. W. C. MacMillan, J. Am. Chem. Soc. 2000, 122, 4243; b) A. B. Northrup, D. W. C. MacMillan, J. Am. Chem. Soc. 2002, 124, 2458; hetero-Diels-Alder reaction: c) K. Juhl, K. A. Jørgensen, Angew. Chem. 2003, 115, 1536; Angew. Chem. Int. Ed. 2003, 42, 1498; nitrone cycloaddition: d) W. S. Jen, J. J. M. Wiener, D. W. C. MacMillan, J. Am. Chem. Soc. 2000, 122, 9874; pyrrole substitution: e) N. A. Paras, D. W. C. MacMillan, J. Am. Chem. Soc. 2001, 123, 4370; indole substitution: f) J. F. Austin, D. W. C. MacMillan, J. Am. Chem. Soc. 2002, 124, 1172; aniline substitution: g) N. A. Paras, D. W. C. MacMillan, J. Am. Chem. Soc. 2002, 124, 7894; Baylis-Hillman reaction: h) Y. Iwabuchi, M. Nakatani, N. Yokoyama, S. Hatakeyama, J. Am. Chem. Soc. 1999, 121, 10219.
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    • Iwabuchi, Y.1    Nakatani, M.2    Yokoyama, N.3    Hatakeyama, S.4
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    • note
    • PMP = para-methoxyphenyl.
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    • note
    • DMSO cannot be used at -20°C because it solidifies.
  • 76
    • 0042026995 scopus 로고    scopus 로고
    • note
    • 2 using SHELXL97). CCDC-212084 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB21EZ, UK; fax: (+44)1223-336-033; or deposit@ccdc.cam.ac.uk).
  • 78
    • 0042527832 scopus 로고    scopus 로고
    • note
    • -1, retention times: 74.6 min (minor) and 80.4 min (major).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.