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Volumn 1, Issue 7, 1999, Pages 1111-1113

Synthesis and fluoride-promoted Wittig rearrangements of α-alkoxysilanes

Author keywords

[No Author keywords available]

Indexed keywords

SILANE DERIVATIVE;

EID: 0033533643     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9909132     Document Type: Article
Times cited : (26)

References (35)
  • 3
    • 0000535071 scopus 로고
    • Pattenden, G., Ed.; Pergamon: London
    • (c) Marshall, J. A. In Comprehensive Organic Synthesis; Pattenden, G., Ed.; Pergamon: London, 1991; Vol. 3, pp 975-1014.
    • (1991) Comprehensive Organic Synthesis , vol.3 , pp. 975-1014
    • Marshall, J.A.1
  • 4
    • 0000080952 scopus 로고
    • Pattenden, G., Ed.; Pergamon: London
    • (d) Bruckner, R. In Comprehensive Organic Synthesis; Pattenden, G., Ed.; Pergamon: London, 1991; Vol. 6, pp 873-908.
    • (1991) Comprehensive Organic Synthesis , vol.6 , pp. 873-908
    • Bruckner, R.1
  • 6
    • 0003662390 scopus 로고    scopus 로고
    • Blackie Academic & Professional: New York
    • (a) Chemistry of Tin; Smith, P. J., Ed.; Blackie Academic & Professional: New York, 1998.
    • (1998) Chemistry of Tin
    • Smith, P.J.1
  • 11
    • 0024522746 scopus 로고
    • Adam, S. Tetrahedron 1989, 45, 1409-1414.
    • (1989) Tetrahedron , vol.45 , pp. 1409-1414
    • Adam, S.1
  • 15
    • 0029923908 scopus 로고    scopus 로고
    • and references therein
    • (b) Mulzer, J.; List, B. Tetrahedron Lett. 1996, 37, 2403-2404 and references therein.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 2403-2404
    • Mulzer, J.1    List, B.2
  • 16
    • 0000783258 scopus 로고
    • For a retro [1,4]-Brook rearrangement approach to α-alkoxysilanes see: Hoffmann, R.; Brückner, R. Chem. Ber. 1992, 125, 1471-1484.
    • (1992) Chem. Ber. , vol.125 , pp. 1471-1484
    • Hoffmann, R.1    Brückner, R.2
  • 27
    • 85034131671 scopus 로고    scopus 로고
    • note
    • Varied regioselectivity was observed with trichloroacetimidates derived from allylic alcohols. For example, etherification of 1a with the trichloroacetimidate of crotyl alcohol gave a separable mixture of 2a (67%)- and 2b (25%), while reaction of 1b with the trichloroacetimidate of cinnamyl alcohol gave 2d, exclusively,
  • 29
    • 85034139613 scopus 로고    scopus 로고
    • note
    • All reactions were run with 3.0 equiv of CsF in DMF at room temperature over 16 h. See Supporting Information for more details.
  • 32
    • 0033533657 scopus 로고    scopus 로고
    • For data on the lithium base-promoted rearrangements of the substrates in Table 1, see the accompanying letter (Maleczka, R. E., Jr.; Geng, F. Org. Lett. 1999, 1, 1115-1118).
    • (1999) Org. Lett. , vol.1 , pp. 1115-1118
    • Maleczka R.E., Jr.1    Geng, F.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.