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Volumn 5, Issue 14, 2003, Pages 2531-2534

Enantiospecific synthesis of vicinal stereogenic tertiary and quaternary centers by combination of configurationally-trapped radical pairs in crystalline solids

Author keywords

[No Author keywords available]

Indexed keywords

2 BUTANONE; 2 CARBOMETHOXY 4 CYANO 2,4 DIPHENYL 3 BUTANONE; RADICAL; UNCLASSIFIED DRUG;

EID: 0141634151     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0347803     Document Type: Article
Times cited : (32)

References (28)
  • 6
    • 0000792742 scopus 로고
    • Formation of radical pairs and their reactivity in crystalline solids have been previously analyzed within a primarily mechanistic context: (a) Hollingsworth, M. D.; McBride, J. M. Adv. Photochem. 1990, 15, 279-379. (b) Baretz, B.; Turro, N. J. J. Am. Chem. Soc. 1983, 105, 1309-1316.
    • (1990) Adv. Photochem. , vol.15 , pp. 279-379
    • Hollingsworth, M.D.1    McBride, J.M.2
  • 7
    • 33845550755 scopus 로고
    • Formation of radical pairs and their reactivity in crystalline solids have been previously analyzed within a primarily mechanistic context: (a) Hollingsworth, M. D.; McBride, J. M. Adv. Photochem. 1990, 15, 279-379. (b) Baretz, B.; Turro, N. J. J. Am. Chem. Soc. 1983, 105, 1309-1316.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 1309-1316
    • Baretz, B.1    Turro, N.J.2
  • 10
    • 0001521888 scopus 로고
    • (b) Fuji, K. Chem. Rev. 1993, 93, 2037-2066.
    • (1993) Chem. Rev. , vol.93 , pp. 2037-2066
    • Fuji, K.1
  • 16
    • 0141560489 scopus 로고    scopus 로고
    • note
    • 2O (50% ee). These crystallized as optically pure (+)-(2R,4S)-1 after the reaction sequence in Scheme 2.
  • 17
    • 0003942864 scopus 로고
    • John Wiley & Sons: New York; Chapter 5
    • Optically pure and racemic forms of diastereomers are named as recommended by: Eliel, E. L.; Wilen, S. H. Stereochemistry of Organic Compounds; John Wiley & Sons: New York, 1994; Chapter 5, pp 117-124.
    • (1994) Stereochemistry of Organic Compounds , pp. 117-124
    • Eliel, E.L.1    Wilen, S.H.2
  • 18
    • 0141448947 scopus 로고    scopus 로고
    • note
    • 2 = 0.0874 (all data).
  • 19
    • 0141783791 scopus 로고    scopus 로고
    • note
    • 2 = 0.1030 (all data).
  • 20
    • 0141448946 scopus 로고    scopus 로고
    • note
    • Calculated (AM1) dipole moments are 5.92 and 3.53 D for structures in racemic and optically active crystals, respectively. However, only the chiral crystals are macroscopically polar.
  • 21
    • 0141783792 scopus 로고    scopus 로고
    • note
    • 2 = 0.0680 (all data).
  • 22
    • 0141671933 scopus 로고    scopus 로고
    • note
    • 2 = 0.0875 (all data).
  • 24
    • 0000021361 scopus 로고
    • Padwa, A., Ed.; Marcel Deker: New York
    • Weiss, D. Org. Photochem: Padwa, A., Ed.; Marcel Deker: New York, 1981; Vol. 5, pp 347-420.
    • (1981) Org. Photochem. , vol.5 , pp. 347-420
    • Weiss, D.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.