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Volumn 3, Issue 17, 2001, Pages 2685-2688

Anodic coupling reactions: Probing the stereochemistry of tetrahydrofuran formation. A short, convenient synthesis of linalool oxide

Author keywords

[No Author keywords available]

Indexed keywords

FURAN DERIVATIVE; LINALOOL; TERPENE; TETRAHYDROFURAN;

EID: 0035940147     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0162670     Document Type: Article
Times cited : (36)

References (18)
  • 1
    • 0034545467 scopus 로고    scopus 로고
    • For a recent review of anodic electrochemistry and its applications to organic synthesis, see: Moeller, K. D. Tetrahedron 2000, 56, 9527.
    • (2000) Tetrahedron , vol.56 , pp. 9527
    • Moeller, K.D.1
  • 12
    • 0042797316 scopus 로고    scopus 로고
    • note
    • When combined with evidence that the reactions are under kinetic control, this observation is best explained by equilibration of the radical cations prior to cyclization.
  • 13
    • 0003536850 scopus 로고
    • Pergamon Press: Oxford
    • Deslongchamps, P. Stereoelectronic Effects in Organic Synthesis; Pergamon Press: Oxford, 1983. In particular note pages 32 and 33. For an example involving the cyclization of an oxygen nucleophile onto an oxonium ion, see: Pothier, N.; Goldstein, S.; Deslongchamps, P. Helv. Chim. Acta 1992, 75, 604.
    • (1983) Stereoelectronic Effects in Organic Synthesis
    • Deslongchamps, P.1
  • 14
    • 0001181977 scopus 로고
    • Deslongchamps, P. Stereoelectronic Effects in Organic Synthesis; Pergamon Press: Oxford, 1983. In particular note pages 32 and 33. For an example involving the cyclization of an oxygen nucleophile onto an oxonium ion, see: Pothier, N.; Goldstein, S.; Deslongchamps, P. Helv. Chim. Acta 1992, 75, 604.
    • (1992) Helv. Chim. Acta , vol.75 , pp. 604
    • Pothier, N.1    Goldstein, S.2    Deslongchamps, P.3
  • 16
    • 33746922226 scopus 로고
    • Bürgi, H. B.; Dunitz, J. D.; Shefter, E. J. Am. Chem. Soc. 1973, 95, 5065. Bürgi, H. B.; Dunitz, J. D. Acc. Chem. Res. 1983, 16, 153.
    • (1983) Acc. Chem. Res. , vol.16 , pp. 153
    • Bürgi, H.B.1    Dunitz, J.D.2
  • 17
    • 0030580377 scopus 로고    scopus 로고
    • A 100 PPI electrode was used (available from The Electrosynthesis Co., Inc.). The electrolyses were conducted utilizing a model 630 coulometer, a model 410 potentiostatic controller, and a model 420A power supply purchased from the Electrosynthesis Co., Inc. As an alternative the reactions can be accomplished with a simple setup using a 6-V lantern battery as the power supply. Frey, D. A.; Wu, N.; Moeller, K. D. Tetrahedron Lett. 1996, 37, 8317.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 8317
    • Frey, D.A.1    Wu, N.2    Moeller, K.D.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.