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Volumn 51, Issue 7, 2010, Pages 1091-1094

Enantioselective syntheses of candenatenins B and C using a chiral anthracene auxiliary

Author keywords

Asymmetric synthesis; Candenatenin; Chiral 4 substituted cyclohexenones; Chiral anthracene; Diels Alder reaction

Indexed keywords

ANTHRACENE DERIVATIVE; CANDENATENIN B; CANDENATENIN C; UNCLASSIFIED DRUG;

EID: 73649085155     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.12.108     Document Type: Article
Times cited : (13)

References (36)
  • 1
    • 0000379460 scopus 로고
    • For reviews of early work on the use of chiral dienes in DA/rDA sequences:
    • For reviews of early work on the use of chiral dienes in DA/rDA sequences:. Winterfeldt E. Chem. Rev. 93 (1993) 827
    • (1993) Chem. Rev. , vol.93 , pp. 827
    • Winterfeldt, E.1
  • 15
    • 70749111063 scopus 로고    scopus 로고
    • For work from the Jones group:
    • For work from the Jones group:. Jones S., and Valette D. Org. Lett. 11 (2009) 5358
    • (2009) Org. Lett. , vol.11 , pp. 5358
    • Jones, S.1    Valette, D.2
  • 25
    • 73649145962 scopus 로고    scopus 로고
    • note
    • Determined by chiral HPLC using a chiralpak AD column (150 × 4.6 mm, 5 μ particle size), 0.5% isopropyl alcohol/99.5% hexanes as eluent at a flowrate of 1.0 mL/min, detection wavelength 214 nm. Retention times are as follows: major enantiomer: 4.317 min; minor enantiomer: 4.730 min.
  • 26
    • 73649122100 scopus 로고    scopus 로고
    • note
    • All isomeric ratios determined by crude NMR and/or UPLC.
  • 27
    • 73649133407 scopus 로고    scopus 로고
    • note
    • 3: key HMBC correlations between bridge proton H-3 (δ 2.41) and allylic carbon C-7 (δ 45.2) as well as H-7 (δ 2.47) and C-3 (δ 52.7) established the regiochemistry of 20.{A figure is presented}
  • 30
    • 73649085266 scopus 로고    scopus 로고
    • note
    • D -38.2 (c 0.20, MeOH).
  • 32
    • 0037130642 scopus 로고    scopus 로고
    • For previous examples of preparing chiral cyclohexenones:
    • For previous examples of preparing chiral cyclohexenones:. Evarts J., Torres E., and Fuchs P.L. J. Am. Chem. Soc. 124 (2002) 11093
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 11093
    • Evarts, J.1    Torres, E.2    Fuchs, P.L.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.