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Volumn 50, Issue 37, 2009, Pages 5241-5244

Nonenzymatic kinetic resolution of racemic α-hydroxyalkanephosphonates with chiral copper catalyst

Author keywords

Hydroxyalkanephosphonates; Asymmetric benzoylation; Chiral copper complex; Kinetic resolution; Molecular recognition

Indexed keywords

ALKANE; COPPER; PHOSPHONIC ACID DERIVATIVE; TRIFLUOROMETHANESULFONATE COPPER; UNCLASSIFIED DRUG;

EID: 67650909377     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.07.003     Document Type: Article
Times cited : (8)

References (32)
  • 10
    • 0037041526 scopus 로고    scopus 로고
    • Recent literatures for kinetic resolution of α-hydroxyalkanephosphonates by enzymatic methods:
    • Recent literatures for kinetic resolution of α-hydroxyalkanephosphonates by enzymatic methods:. Zhang Y., Yuan C., and Li Z. Tetrahedron 58 (2002) 2973
    • (2002) Tetrahedron , vol.58 , pp. 2973
    • Zhang, Y.1    Yuan, C.2    Li, Z.3
  • 19
    • 39749087488 scopus 로고    scopus 로고
    • Benzoylation and tosylation of β-hydroxyalkanamides:
    • Benzoylation and tosylation of β-hydroxyalkanamides:. Demizu Y., Kubo Y., Matsumura Y., and Onomura O. Synlett (2008) 433
    • (2008) Synlett , pp. 433
    • Demizu, Y.1    Kubo, Y.2    Matsumura, Y.3    Onomura, O.4
  • 24
    • 67650953198 scopus 로고    scopus 로고
    • note
    • Tosylation of DL-1a with chiral copper(II) catalyst gave the corresponding tosylated product in 26% yield with 0% ee.
  • 25
    • 0000308108 scopus 로고
    • Eliel E.L. (Ed), Wiley & Sons, New York
    • Kagan H.B., and Fiaud J.C. In: Eliel E.L. (Ed). Topics in Stereochemistry Vol. 18 (1988), Wiley & Sons, New York 249
    • (1988) Topics in Stereochemistry , vol.18 , pp. 249
    • Kagan, H.B.1    Fiaud, J.C.2
  • 26
    • 67650956122 scopus 로고    scopus 로고
    • note
    • 3)].
  • 28
    • 67651000268 scopus 로고    scopus 로고
    • note
    • 13 were determined by comparing with specific rotation of authentic sample. Absolute stereoconfigurations of (R)-2c and 2d shown in Table 1 were deduced on the basis of those of (R)-2a and 2b.
  • 30
    • 67650978262 scopus 로고    scopus 로고
    • note
    • 5P 362.1283 found 362.1247. HPLC chiralcel OJ-H column (4.6 mmφ, 250 mm), n-hexane/2-propanol = 100:1, wavelength: 254 nm, flow rate: 1.0 mL/min, retention time: 24.5 min for (S)-2a, 26.7 min for (R)-2a.
  • 31
    • 67650947005 scopus 로고    scopus 로고
    • note
    • 16 were determined by comparing with specific rotation of authentic samples. Absolute stereoconfigurations of (R)-4d-h, 4k-m shown in Table 3 were deduced on the basis of those of (R)-4a-c, 4l, 4n.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.