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Volumn 64, Issue 5, 1999, Pages 1754-1757

Synthesis of (+)-furanomycin: Use of radical cyclization

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBIOTIC AGENT; FURANOMYCIN; FURANONE DERIVATIVE; ISOLEUCINE; UNCLASSIFIED DRUG;

EID: 0033525485     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo982205k     Document Type: Note
Times cited : (36)

References (24)
  • 6
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    • Masamune, T.; Ono, M. Chem. Lett. 1975, 625-626. [This synthesis does not provide unambiguous evidence for the trans stereochemistry.]
    • (1975) Chem. Lett. , pp. 625-626
    • Masamune, T.1    Ono, M.2
  • 14
    • 0025650401 scopus 로고
    • For an example where epimerization occurs during Swern oxidation, but not when the Dess-Martin reagent is used, see: Farr, R. A.; Peet, N. P.; Kang, M. S. Tetrahedron Lett. 1990, 31, 7109-7112.
    • (1990) Tetrahedron Lett. , vol.31 , pp. 7109-7112
    • Farr, R.A.1    Peet, N.P.2    Kang, M.S.3
  • 15
    • 0027997412 scopus 로고
    • We also examined the use of TPAP (cf. Ley, S. V.; Norman, J.; Griffith, W. P.; Marsden, S. P. Synthesis 1994, 639-666); Jones oxidation (cf. Bowden, K.; Heilbron, I. M.; Jones, E. R. H.; Weedon, B. C. L. J. Chem. Soc. 1946, 39-45); 2,2,6,6-tetramethyl-1-oxopiperidinium chloride (cf. Wovkulich, P. M.; Shankaran, K.; Kiegiel, J.; Uskokovic, M. R. J. Org. Chem. 1993, 58, 832-839); PDC (cf. Corey, E. J.; Schmidt, G. Tetrahedron Lett. 1979, 399-402).
    • (1994) Synthesis , pp. 639-666
    • Ley, S.V.1    Norman, J.2    Griffith, W.P.3    Marsden, S.P.4
  • 16
    • 33646109252 scopus 로고
    • We also examined the use of TPAP (cf. Ley, S. V.; Norman, J.; Griffith, W. P.; Marsden, S. P. Synthesis 1994, 639-666); Jones oxidation (cf. Bowden, K.; Heilbron, I. M.; Jones, E. R. H.; Weedon, B. C. L. J. Chem. Soc. 1946, 39-45); 2,2,6,6-tetramethyl-1-oxopiperidinium chloride (cf. Wovkulich, P. M.; Shankaran, K.; Kiegiel, J.; Uskokovic, M. R. J. Org. Chem. 1993, 58, 832-839); PDC (cf. Corey, E. J.; Schmidt, G. Tetrahedron Lett. 1979, 399-402).
    • (1946) J. Chem. Soc. , pp. 39-45
    • Bowden, K.1    Heilbron, I.M.2    Jones, E.R.H.3    Weedon, B.C.L.4
  • 17
    • 0027533283 scopus 로고
    • We also examined the use of TPAP (cf. Ley, S. V.; Norman, J.; Griffith, W. P.; Marsden, S. P. Synthesis 1994, 639-666); Jones oxidation (cf. Bowden, K.; Heilbron, I. M.; Jones, E. R. H.; Weedon, B. C. L. J. Chem. Soc. 1946, 39-45); 2,2,6,6-tetramethyl-1-oxopiperidinium chloride (cf. Wovkulich, P. M.; Shankaran, K.; Kiegiel, J.; Uskokovic, M. R. J. Org. Chem. 1993, 58, 832-839); PDC (cf. Corey, E. J.; Schmidt, G. Tetrahedron Lett. 1979, 399-402).
    • (1993) J. Org. Chem. , vol.58 , pp. 832-839
    • Wovkulich, P.M.1    Shankaran, K.2    Kiegiel, J.3    Uskokovic, M.R.4
  • 18
    • 2042524507 scopus 로고
    • We also examined the use of TPAP (cf. Ley, S. V.; Norman, J.; Griffith, W. P.; Marsden, S. P. Synthesis 1994, 639-666); Jones oxidation (cf. Bowden, K.; Heilbron, I. M.; Jones, E. R. H.; Weedon, B. C. L. J. Chem. Soc. 1946, 39-45); 2,2,6,6-tetramethyl-1-oxopiperidinium chloride (cf. Wovkulich, P. M.; Shankaran, K.; Kiegiel, J.; Uskokovic, M. R. J. Org. Chem. 1993, 58, 832-839); PDC (cf. Corey, E. J.; Schmidt, G. Tetrahedron Lett. 1979, 399-402).
    • (1979) Tetrahedron Lett. , pp. 399-402
    • Corey, E.J.1    Schmidt, G.2
  • 19
    • 0010346769 scopus 로고
    • Bal, B. S.; Pinnick, H. W. Heterocycles 1981, 16, 2091-2104. Bal, B. S.; Childers, W. E., Jr.; Pinnick, H. W. Tetrahedron 1981, 37, 2091-2096.
    • (1981) Heterocycles , vol.16 , pp. 2091-2104
    • Bal, B.S.1    Pinnick, H.W.2
  • 22
    • 0344437782 scopus 로고    scopus 로고
    • note
    • 2 at room temperature.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.