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Volumn 44, Issue 34, 2005, Pages 5492-5496

Solid-state structure and enantioselective reactions of a complex of a 1-thio-substituted propargyllithium and (-)-sparteine

Author keywords

Allenes; Asymmetric synthesis; Carbanions; Lithiation; Sparteine

Indexed keywords

SOLID STATE DEVICE STRUCTURES; SYNTHESIS (CHEMICAL);

EID: 24644464756     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200501142     Document Type: Article
Times cited : (24)

References (89)
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    • 4 to the corresponding thiol and subsequent carbamoylation with N,N-diisopropylcarbamoyl chloride. For the synthesis of S-(4,4-dimethyl-pent-2-ynyl) thioacetate, see: X. Cao, Y. Yang, X. Wang, J. Chem. Soc. Perkin Trans, 1 2002, 22, 2485.
    • (2002) J. Chem. Soc. Perkin Trans, 1 , vol.22 , pp. 2485
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    • note
    • -3, hydrogen atoms calculated and refined as riding atoms.
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    • Data sets were collected with Enraf-Nonius CAD4 and Nonius KappaCCD diffractometers. Programs used: data collection EXPRESS (Nonius B.V., 1994)
    • (1994) EXPRESS
    • Nonius, B.V.1
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    • Universität Göttingen
    • structure refinement SHELXL-97 (G. M. Sheldrick, Universität Göttingen, 1997),
    • (1997) SHELXL-97
    • Sheldrick, G.M.1
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    • Keller, E.1
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    • CCDC 267521 ((S)-4b), CCDC 267127 ((aR)-6), CCDC 267128 ((aS,4R)-7a), and CCDC 267129 ((S)-3.2) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
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    • 24644486340 scopus 로고    scopus 로고
    • note
    • 3] (hfc = 3- (heptafluoropropylhydroxymethylene)-D-camphorate).
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    • note
    • -3, hydrogen atoms calculated and refined as riding atoms.
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    • note
    • The enantiomeric excess of 6 was determined by chiral GC, column: β-Dex 325.
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    • 24644496534 scopus 로고    scopus 로고
    • note
    • -3, hydrogen atoms calculated and refined as riding atoms.
  • 75
    • 24644459680 scopus 로고    scopus 로고
    • note
    • The enantiomeric excess of 7a-d was determined by chiral HPLC, column: Chira Grom-2, solvent: hexane/2-propanol.
  • 76
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    • note
    • -3, hydrogen atoms calculated and refined as riding atoms.
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    • For the first application in chiral anion chemistry, see: D. Hoppe, O. Zschage, Angew. Chem. 1989, 101, 67;
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  • 84
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    • Version 1.7 (December 2004)
    • 1-2-alkynyllithium has been published yet, according to The Cambridge Structural Database: F. H. Allen, Acta Crystallogr. Sect. B 2002, 58, 380; Version 1.7 (December 2004).
    • (2002) Acta Crystallogr. Sect. B , vol.58 , pp. 380
    • Allen, F.H.1
  • 89
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    • unpublished results
    • The method is also applicable to further S-2-alkynyl thiocarbamates: R. Otte, unpublished results.
    • Otte, R.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.