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Volumn 10, Issue 10, 1999, Pages 2023-2035

Diastereoselective synthesis of enantiopure 5-[2-(alkoxyalkyl)-1- (hydroperoxypropyl)]-3-alkoxycarbonyl-2-alkyl furans

Author keywords

[No Author keywords available]

Indexed keywords

2 ACETYL 4 HEPTENATE ESTER; ESTER; FURAN DERIVATIVE; HYDROPEROXIDE; LACTIC ACID ETHYL ESTER; UNCLASSIFIED DRUG;

EID: 0033591112     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(99)00187-1     Document Type: Article
Times cited : (12)

References (66)
  • 2
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    • Morrison, J. D., Ed.; Academic Press: New York
    • (b) Rossiter, B. E. In Asymmetric Synthesis; Morrison, J. D., Ed.; Academic Press: New York, 1985; Vol. 5, p. 193.
    • (1985) Asymmetric Synthesis , vol.5 , pp. 193
    • Rossiter, B.E.1
  • 3
    • 84941216140 scopus 로고
    • Morrison, J. D., Ed.; Academic Press: New York
    • (c) Finn, M. G.; Sharpless, K. B. In Asymmetric Synthesis; Morrison, J. D., Ed.; Academic Press: New York, 1985; Vol. 5, p. 247.
    • (1985) Asymmetric Synthesis , vol.5 , pp. 247
    • Finn, M.G.1    Sharpless, K.B.2
  • 42
    • 0345344019 scopus 로고    scopus 로고
    • note
    • Silica gel purification of 7a,b resulted in their complete decomposition.
  • 47
    • 85021503795 scopus 로고
    • N2′ displacement, see: (a) Stork, G.; Kreft, A. F. J. Am. Chem. Soc. 1977, 99, 3850. (b) Stork, G.; Schoofs, A. R. J. Am. Chem. Soc. 1979, 101, 5081. (c) Bäckvall, J. E.; Vågberg, J. O.; Genêt, J. P. Chem. Commun. 1987, 159.
    • (1977) J. Am. Chem. Soc. , vol.99 , pp. 3850
    • Stork, G.1    Kreft, A.F.2
  • 48
    • 0011837377 scopus 로고
    • N2′ displacement, see: (a) Stork, G.; Kreft, A. F. J. Am. Chem. Soc. 1977, 99, 3850. (b) Stork, G.; Schoofs, A. R. J. Am. Chem. Soc. 1979, 101, 5081. (c) Bäckvall, J. E.; Vågberg, J. O.; Genêt, J. P. Chem. Commun. 1987, 159.
    • (1979) J. Am. Chem. Soc. , vol.101 , pp. 5081
    • Stork, G.1    Schoofs, A.R.2
  • 49
    • 37049082996 scopus 로고
    • N2′ displacement, see: (a) Stork, G.; Kreft, A. F. J. Am. Chem. Soc. 1977, 99, 3850. (b) Stork, G.; Schoofs, A. R. J. Am. Chem. Soc. 1979, 101, 5081. (c) Bäckvall, J. E.; Vågberg, J. O.; Genêt, J. P. Chem. Commun. 1987, 159.
    • (1987) Chem. Commun. , pp. 159
    • Bäckvall, J.E.1    Vågberg, J.O.2    Genêt, J.P.3
  • 50
    • 0001623863 scopus 로고
    • Bryson, T. A. J. Org. Chem. 1973, 38, 3428. It is of value to note that iodocyclization of (Z)-8b led to a diastereoisomeric mixture of iodoalkyldihydrofurans in ca. 50/50 dr. Their isolation as 5R, 1R and 5S, 1S stereoisomers was confirmed by the following elimination of HI with DBU to give exclusively (Z)-11b, whose olefinic proton is centered as a double triplet at 4.6 ppm.
    • (1973) J. Org. Chem. , vol.38 , pp. 3428
    • Bryson, T.A.1
  • 64
  • 65
    • 33947085552 scopus 로고
    • See Section 4. (a) Dale, J. A.; Mosher, H. S. J. Am. Chem. Soc. 1973, 95, 512. (b) Ohtani, I.; Kusumi, T.; Kashman, Y.; Kakisawa, H. J. Am. Chem. Soc. 1991, 113, 4092.
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 512
    • Dale, J.A.1    Mosher, H.S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.