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Volumn 78, Issue 10, 2013, Pages 4762-4778

Studies for the total synthesis of amphidinolide P

Author keywords

[No Author keywords available]

Indexed keywords

AMPHIDINOLIDES; FUNCTIONALIZED; INTRAMOLECULAR LACTONIZATION; MACROLACTONES; MACROLIDES; STILLE CROSS-COUPLING; THERMALLY INDUCED; TOTAL SYNTHESIS;

EID: 84878035178     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo4002382     Document Type: Article
Times cited : (13)

References (94)
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    • McMurry, J.E.1    Scott, W.J.2
  • 64
    • 84878063941 scopus 로고
    • Ph.D. Thesis, Indiana University
    • Epoxy alcohol 26 had been previously prepared from 1,4-butyne diol in three steps (91% ee). See: Jass, P. A. Total Synthesis of (+)-Breynolide A, Ph.D. Thesis, Indiana University, 1994.
    • (1994) Total Synthesis of (+)-Breynolide A
    • Jass, P.A.1
  • 67
    • 77955678774 scopus 로고    scopus 로고
    • Li, J. J. Wiley & Sons: Hoboken, NJ
    • For an overview: Biamonte, M. A. In Name Reactions for Homologations; Li, J. J., Ed.; Wiley & Sons: Hoboken, NJ, 2009; pp 539-575.
    • (2009) Name Reactions for Homologations , pp. 539-575
    • Biamonte, M.A.1
  • 84
    • 0032477277 scopus 로고    scopus 로고
    • 3As in THF, but these conditions did not give any of the desired product for the coupling of 4 and 42 even under prolonged reaction times. For an example of a related Stille cross coupling using a vinyl bromide, see: Romo, D.; Rzasa, R. M.; Shea, H. A.; Park, K.; Langenhan, J. M.; Sun, L.; Akhiezer, A.; Liu, J. O. J. Am. Chem. Soc. 1998, 120, 12237-12254
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 12237-12254
    • Romo, D.1    Rzasa, R.M.2    Shea, H.A.3    Park, K.4    Langenhan, J.M.5    Sun, L.6    Akhiezer, A.7    Liu, J.O.8
  • 85
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    • This catalyst system was previously used for Stille coupling reactions of triflates: Baker, S. R.; Roth, G. P.; Sapino, C. Synth. Commun. 1990, 20, 2185-2189
    • (1990) Synth. Commun. , vol.20 , pp. 2185-2189
    • Baker, S.R.1    Roth, G.P.2    Sapino, C.3
  • 86
    • 0000625807 scopus 로고
    • For "ligandless" use of palladium in various couplings, see: Beletskaya, I. P. J. Organomet. Chem. 1983, 250, 551-564
    • (1983) J. Organomet. Chem. , vol.250 , pp. 551-564
    • Beletskaya, I.P.1
  • 94
    • 0040559018 scopus 로고
    • Synthesis of (1-bromovinyl)trimethylsilane was carried out by following the literature procedure. See: Boeckman, R. K.; Blum, D. M.; Ganem, B.; Halvey, R. M. Org. Synth. 1988, Coll. Vol. 6, 1033
    • (1988) Org. Synth. , vol.6 , pp. 1033
    • Boeckman, R.K.1    Blum, D.M.2    Ganem, B.3    Halvey, R.M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.