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Volumn , Issue 11, 2005, Pages 2349-2353

Synthesis of bromo- And iodohydrins from deactivated alkenes by use of N-Bromo- and W-iodosaccharin

Author keywords

Bromohydrins; Enones; Halogenation; Iodohydrins

Indexed keywords


EID: 20444491900     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200400829     Document Type: Article
Times cited : (51)

References (41)
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    • (2001) th Ed. , pp. 520
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  • 9
    • 0004106186 scopus 로고
    • McGraw-Hill, New York, and references cited therein
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    • (1994) Organic Synthesis , pp. 182-183
    • Smith, M.B.1
  • 26
    • 0020246368 scopus 로고
    • Although the "erythro/threo" designation is out-of-date and imprecise, in this case all products of the anti addition to (E)-alkenes have erythro configurations. The more precise like/unlike or (R*,S*) notation is compound-specific and it yields different relative configurations for the products of reactions of equal stereochemical course. For the original discussion on the like/unlike stereochemical descriptors see: D. Seebach, V. Prelog, Angew. Chem. Int. Ed. Engl. 1982, 21, 654-660.
    • (1982) Angew. Chem. Int. Ed. Engl. , vol.21 , pp. 654-660
    • Seebach, D.1    Prelog, V.2
  • 27
    • 20444432451 scopus 로고    scopus 로고
    • note
    • With long reaction times in acetone as a solvent, the excess of the reagent was consumed and a product with lachrimatory vapours appeared. This was not investigated further, but most probably a haloacetone was formed.
  • 30
    • 0004150157 scopus 로고    scopus 로고
    • SHELXL-97 Programs for Crystal Structure Solution and Refinement, University of Göttingen
    • 2 factors are 0.0247 and 0.0573. CCDC-241543 contains 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.
    • (1997) SHELXS-97 and SHELXL-97
    • Sheldrick, G.M.1
  • 31
    • 0000936713 scopus 로고
    • The transformation of a vinyl bromide into an α-bromoketone can also be achieved by the action of phenylselenenyl chloride on vinyl bromide. M. Tiecco, L. Testaferri, M. Tingoli, D. Chianelli, D. Bartoli, Tetrahedron 1988, 44, 2273-2282.
    • (1988) Tetrahedron , vol.44 , pp. 2273-2282
    • Tiecco, M.1    Testaferri, L.2    Tingoli, M.3    Chianelli, D.4    Bartoli, D.5
  • 33
    • 14544270625 scopus 로고    scopus 로고
    • McGraw-Hill, New York
    • nd ed.; McGraw-Hill, New York, 2004.
    • (2004) nd Ed.
    • Gokel, G.W.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.