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Volumn , Issue 6, 2001, Pages 1169-1174

Lewis acid-promoted reactions of γ-lactols with silyl enol ethers - Stereoselective formation of functionalized tetrahydrofuran derivatives

Author keywords

Asymmetric synthesis; Carbocations; Enols; Felkin Anh model; Lewis acids; Tetrahydrofuran

Indexed keywords

ALUMINUM CHLORIDE; BORON TRIFLUORIDE; GAMMA LACTONE DERIVATIVE; ORGANOMETALLIC COMPOUND; SILANE DERIVATIVE; TETRAHYDROFURAN DERIVATIVE; ZINC CHLORIDE;

EID: 0006950022     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200103)2001:6<1169::AID-EJOC1169>3.0.CO;2-L     Document Type: Article
Times cited : (28)

References (40)
  • 2
  • 24
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    • (Eds.: B. M. Trost, E. Winterfeldt), Pergamon Press, Oxford chapter 1.2
    • Reviews: R. R. Schmidt, in Comprehensive Organic Synthesis (Eds.: B. M. Trost, E. Winterfeldt), Pergamon Press, Oxford 1991, Vol. 6, chapter 1.2;
    • (1991) Comprehensive Organic Synthesis , vol.6
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  • 26
    • 0034625424 scopus 로고    scopus 로고
    • Review on the related reactions of N-acyliminium ions: W. N. Speckamp, M. J. Moolenaar, Tetrahedron 2000, 56, 3817-3856.
    • (2000) Tetrahedron , vol.56 , pp. 3817-3856
    • Speckamp, W.N.1    Moolenaar, M.J.2
  • 27
    • 0000119097 scopus 로고
    • Reviews: K. Mori, Tetrahedron 1989, 45, 3233-3298;
    • (1989) Tetrahedron , vol.45 , pp. 3233-3298
    • Mori, K.1
  • 34
    • 0005642450 scopus 로고    scopus 로고
    • note
    • One side reaction may be β-elimination under tetrahydrofuran ring opening followed by Michael-addition.
  • 35
    • 0005545142 scopus 로고
    • Dissertation, Technische Hochschule Darmstadt
    • A. Schmitt, Dissertation, Technische Hochschule Darmstadt, 1992.
    • (1992)
    • Schmitt, A.1
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    • 0005535149 scopus 로고    scopus 로고
    • note
    • [8]
  • 39
    • 0002850181 scopus 로고    scopus 로고
    • A related effect has recently been observed for the reactions of a γ-lactol with titanium enolates: R. A. Pilli, V. B. Riatto, I. Vencato, Org. Lett. 2000, 2, 53-56.
    • (2000) Org. Lett. , vol.2 , pp. 53-56
    • Pilli, R.A.1    Riatto, V.B.2    Vencato, I.3
  • 40
    • 0002348183 scopus 로고    scopus 로고
    • A similarly low selectivity has been reported for a rearrangement of an anomerically linked silyl enol ether: D. J. Dixon, S. V. Ley, E. W. Tate, Synlett 1998, 1093-1095.
    • (1998) Synlett , pp. 1093-1095
    • Dixon, D.J.1    Ley, S.V.2    Tate, E.W.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.