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Volumn 61, Issue 5, 2007, Pages 247-256

(S)- And (R)-5-Pyrrolidin-2-yl-1H-tetrazoles: Enantiomeric organocatalysts of broad utility in organic synthesis

Author keywords

Asymmetric; Organocatalysis; Praline; Synthesis; Tetrazole

Indexed keywords


EID: 34250770029     PISSN: 00094293     EISSN: None     Source Type: Journal    
DOI: 10.2533/chimia.2007.247     Document Type: Article
Times cited : (23)

References (143)
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    • For a comprehensive book concerning this area, see: 'Asymmetric Organocatalysis - From Biomimetic Concepts to Applications in Asymmetric Synthesis', Eds. A. Berkessel, H. Groger, Weinheim: Wiley-VCH, 2005; For a selection of leading reviews in the area,
    • For a comprehensive book concerning this area, see: 'Asymmetric Organocatalysis - From Biomimetic Concepts to Applications in Asymmetric Synthesis', Eds. A. Berkessel, H. Groger, Weinheim: Wiley-VCH, 2005; For a selection of leading reviews in the area,
  • 8
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    • see
    • see: B. List, Synlett 2001, 1675;
    • (2001) Synlett , pp. 1675
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    • 34250785877 scopus 로고    scopus 로고
    • See also special issues on organocatalysis: Acc. Chem. Res. 2004, 37, issue 8;
    • See also special issues on organocatalysis: Acc. Chem. Res. 2004, 37, issue 8;
  • 21
    • 34250748176 scopus 로고    scopus 로고
    • issues 9-10
    • Adv. Synth. Catal. 2004, 346, issues 9-10.
    • (2004) Adv. Synth. Catal , vol.346
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    • German Patent DE 2102623
    • Z. G. Hajos, D. R. Parrish, German Patent DE 2102623 1971;
    • (1971)
    • Hajos, Z.G.1    Parrish, D.R.2
  • 46
    • 34250761606 scopus 로고    scopus 로고
    • For an alternative cyclisation method to form the tetrazole ring system, see:, International Patent WO 2005/014602 AI
    • For an alternative cyclisation method to form the tetrazole ring system, see: G. Sedelmeier, International Patent WO 2005/014602 AI 2005;
    • (2005)
    • Sedelmeier, G.1
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    • 34250763932 scopus 로고    scopus 로고
    • International Patent WO /0097162007
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    • (2007)
    • Sedelmeier, G.1    Aurregi, V.2
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    • 34250695144 scopus 로고    scopus 로고
    • For further information, please refer to the product details on the company website: http://thalesnano.com. Address: Thales Nanotechnology, 1031 Budapest, Zahony ucta 7 (Graphisoft Park), Hungary. Fax: +36 1 6666190; Tel: +36 1 6666100.
    • For further information, please refer to the product details on the company website: http://thalesnano.com. Address: Thales Nanotechnology, 1031 Budapest, Zahony ucta 7 (Graphisoft Park), Hungary. Fax: +36 1 6666190; Tel: +36 1 6666100.
  • 50
    • 34250737574 scopus 로고    scopus 로고
    • The aldol reaction is shown in Scheme 2 but other enamine-mediated reaction processes are thought to proceed via analogous transition states.
    • The aldol reaction is shown in Scheme 2 but other enamine-mediated reaction processes are thought to proceed via analogous transition states.
  • 98
    • 33749008198 scopus 로고    scopus 로고
    • the following publication was published as reference [47] was in proof: S. H. McCooey, T. McCabe, S. J. Connon, J. Org. Chem. 2006, 71, 7494.
    • the following publication was published as reference [47] was in proof: S. H. McCooey, T. McCabe, S. J. Connon, J. Org. Chem. 2006, 71, 7494.
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    • Unpublished results
    • V. Wascholowski, Unpublished results 2007.
    • (2007)
    • Wascholowski, V.1
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    • For prior work in this area, using L-proline (3) as the catalyst, see: S. P. Brown, M. P. Brochu, C. J. Sinz, D. W. C. MacMillan, J. Am. Chem. Soc. 2003, 125, 10808;
    • For prior work in this area, using L-proline (3) as the catalyst, see: S. P. Brown, M. P. Brochu, C. J. Sinz, D. W. C. MacMillan, J. Am. Chem. Soc. 2003, 125, 10808;
  • 110
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    • For a selection of publications where the pyrrolidinyl tetrazole (1) was examined but not found to be the catalyst of choice under the given reaction conditions, see
    • For a selection of publications where the pyrrolidinyl tetrazole (1) was examined but not found to be the catalyst of choice under the given reaction conditions, see: I. Ibrahem, J. Casas, A. Córdova, Angew. Chem., Int. Ed. 2004, 43, 6528;
    • (2004) Angew. Chem., Int. Ed , vol.43 , pp. 6528
    • Ibrahem, I.1    Casas, J.2    Córdova, A.3
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    • unpublished results
    • A. J. Oelke, unpublished results 2007.
    • (2007)
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    • For examples of the use of organocatalysis in the synthesis of natural products or medicinally active compounds, see: D. Enders, A. Lenzen, M. Müller, Synthesis 2004, 1486;
    • For examples of the use of organocatalysis in the synthesis of natural products or medicinally active compounds, see: D. Enders, A. Lenzen, M. Müller, Synthesis 2004, 1486;


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.