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Volumn 48, Issue 43, 2007, Pages 7605-7609

Copper complex catalyzed asymmetric monosulfonylation of meso-vic-diols

Author keywords

Asymmetric desymmetrization; Copper complex; meso vic Diol; Sulfonylation

Indexed keywords

COPPER; TRIFLUOROMETHANESULFONIC ACID;

EID: 34548860907     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.08.104     Document Type: Article
Times cited : (43)

References (26)
  • 1
    • 0032554989 scopus 로고    scopus 로고
    • Representative literatures for nonenzymatically asymmetric monobenzoylation of meso-vic-diols:
    • Representative literatures for nonenzymatically asymmetric monobenzoylation of meso-vic-diols:. Oriyama T., Imai K., Hosoya T., and Sano T. Tetrahedron Lett. 39 (1998) 3529-3532
    • (1998) Tetrahedron Lett. , vol.39 , pp. 3529-3532
    • Oriyama, T.1    Imai, K.2    Hosoya, T.3    Sano, T.4
  • 9
    • 33749828310 scopus 로고    scopus 로고
    • A recent review of chiral bis(oxazoline) ligands:
    • A recent review of chiral bis(oxazoline) ligands:. Desimoni G., Faita G., and Jørgensen K.A. Chem. Rev. 106 (2006) 3561-3651
    • (2006) Chem. Rev. , vol.106 , pp. 3561-3651
    • Desimoni, G.1    Faita, G.2    Jørgensen, K.A.3
  • 15
    • 0034597990 scopus 로고    scopus 로고
    • Regioselective sulfonylation of vic-diols catalyzed by tin compounds:
    • Regioselective sulfonylation of vic-diols catalyzed by tin compounds:. Bucher B., and Curran D.P. Tetrahedron Lett. 41 (2000) 9617-9621
    • (2000) Tetrahedron Lett. , vol.41 , pp. 9617-9621
    • Bucher, B.1    Curran, D.P.2
  • 17
    • 34548852707 scopus 로고    scopus 로고
    • note
    • +. The optical purity of 6ap was determined by chiral HPLC: Daicel Chiralcel OJ-H column (4.6 mm ∅, 250 mm), n-hexane-i-PrOH = 10:1, wavelength: 220 nm, flow rate: 1.0 mL/min, retention time: 15.2 min ((1R,2S)-(+)-6ap), 16.9 min ((1S,2R)-(-)-6ap).
  • 18
    • 34548826893 scopus 로고    scopus 로고
    • note
    • 2 reduced the yield and % ee of the product 6ap (69% yield, 88% ee, respectively).
  • 19
    • 34548829774 scopus 로고    scopus 로고
    • note
    • Monotosylation, monobenzoylation, and monophenylcarbamoylation of meso-vic-diols in the presence of (R,R)-Ph-BOX occurred at the same position. The absolute stereoconfiguration of 6bp-lp shown in Eq. 5 and Table 3 was deduced on the basis of that of 6ap.
  • 20
    • 34548840394 scopus 로고    scopus 로고
    • note
    • Chiral HPLC condition: Daicel Chiralcel OJ-H column (4.6 mm ∅, 250 mm), n-hexane-isopropanol = 5:1, wavelength: 220 nm, flow rate: 1.0 mL/min, retention time: 12.3 min ((1S,2R)-(-)-7), 19.5 min ((1R,2S)-(+)-7).
  • 22
    • 34548836147 scopus 로고    scopus 로고
    • note
    • 3)]. HPLC chiralcel OD column (4.6 mm ∅, 250 mm), n-hexane-i-PrOH = 20:1, wavelength: 220 nm, flow rate: 1.0 mL/min, retention time: 11.1 min ((1S,2S)-(+)-10), 14.8 min ((1R,2R)-(-)-10).
  • 25
    • 34548838123 scopus 로고    scopus 로고
    • note
    • 3)].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.