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Volumn 42, Issue 45, 2003, Pages 5638-5641

[3,3] Sigmatropic Rearrangement of Boron-Containing Allyl Alcohols: Synthesis of Allyl Addition Reagents

Author keywords

Allyl additions; Boronic esters; Rearrangements; Sigmatropic reactions; Stereoselectivity

Indexed keywords

ADDITION REACTIONS; BORON COMPOUNDS; ESTERS; ISOMERS; SEPARATION;

EID: 0345530071     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200352210     Document Type: Article
Times cited : (53)

References (42)
  • 1
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    • (Eds.: G. Helmchen, R. W. Hoffmann, J. Mulzer, E. Schaumann), Thieme, Stuttgart
    • a) D. Hoppe in Stereoselective Synthesis, Vol. E21, 3rd ed (Eds.: G. Helmchen, R. W. Hoffmann, J. Mulzer, E. Schaumann), Thieme, Stuttgart, 1996, pp. 1357-1409;
    • (1996) Stereoselective Synthesis, Vol. E21, 3rd Ed. , vol.E21 , pp. 1357-1409
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  • 2
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    • (Eds.: G. Helmchen, R. W. Hoffmann, J. Mulzer, E. Schaumann), Thieme, Stuttgart
    • b) W. R. Roush, in Stereoselective Synthesis, Vol. E21, 3rd ed (Eds.: G. Helmchen, R. W. Hoffmann, J. Mulzer, E. Schaumann), Thieme, Stuttgart, 1996, pp. 1410-1486;
    • (1996) Stereoselective Synthesis, Vol. E21, 3rd Ed. , vol.E21 , pp. 1410-1486
    • Roush, W.R.1
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    • 0032480407 scopus 로고    scopus 로고
    • synthesis by Matteson homologation (D. S. Matteson, Tetrahedron 1998, 54, 10555-10607): b) R. W. Hoffmann, K. Ditrich, G. Köster, R. Stürmer, Chem. Ber. 1989, 122, 1783-1789;
    • (1998) Tetrahedron , vol.54 , pp. 10555-10607
    • Matteson, D.S.1
  • 14
  • 15
    • 84985502387 scopus 로고
    • 2: d) R. W. Hoffmann, S. Dresely, Angew. Chem. 1986, 98, 186-187; Angew. Chem. Int. Ed. Engl. 1986, 25, 189;
    • (1986) Angew. Chem. Int. Ed. Engl. , vol.25 , pp. 189
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    • 0344788355 scopus 로고    scopus 로고
    • Universität Stuttgart
    • With benzaldehyde and 3: 30% ee (T. Wilhelm, J. Pietruszka, Universität Stuttgart).
    • Wilhelm, T.1    Pietruszka, J.2
  • 23
    • 0038695134 scopus 로고    scopus 로고
    • and references therein
    • Recent review: U. Nubbemeyer, Synthesis 2003, 961-1008, and references therein.
    • (2003) Synthesis , pp. 961-1008
    • Nubbemeyer, U.1
  • 38
    • 0345219211 scopus 로고    scopus 로고
    • note
    • CCDC-212769 [(3R)-4a] 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 CB2 1EZ, UK; fax: (+44) 1223-336-033; or deposit@ ccdc.cam.ac.uk).
  • 39
    • 0030902539 scopus 로고    scopus 로고
    • For other investigations on matched/mismatched interactions of allyl additions to 2,3-O-isopropylidene-D-glyceraldehyde with boron reagents see, for example, a) I. Chataigner, J. Lebreton, F. Zammattio, J. Villiéras, Tetrahedron Lett. 1997, 38, 3719-3722;
    • (1997) Tetrahedron Lett. , vol.38 , pp. 3719-3722
    • Chataigner, I.1    Lebreton, J.2    Zammattio, F.3    Villiéras, J.4
  • 42
    • 84984207950 scopus 로고
    • and references therein
    • d) R. W. Hoffmann, B. Landmann, Chem. Ber. 1986, 119, 2013-2024; and references therein.
    • (1986) Chem. Ber. , vol.119 , pp. 2013-2024
    • Hoffmann, R.W.1    Landmann, B.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.