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Volumn 64, Issue 8, 1999, Pages 2616-2617

Total synthesis of (+)-obtusenyne

Author keywords

[No Author keywords available]

Indexed keywords

ACETOGENIN; ALKADIENE; COPPER DERIVATIVE; ETHER DERIVATIVE; ETHYLENE OXIDE DERIVATIVE; LACTONE DERIVATIVE; OBTUSENYNE; REAGENT; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

EID: 0033574384     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo990212i     Document Type: Article
Times cited : (47)

References (61)
  • 1
    • 0002144535 scopus 로고
    • Scheuer, P. J., Ed.; Academic Press: New York
    • (a) Moore, R. E. In Marine Natural Products, Scheuer, P. J., Ed.; Academic Press: New York, 1978; Vol. 1, pp 43-121.
    • (1978) Marine Natural Products , vol.1 , pp. 43-121
    • Moore, R.E.1
  • 2
    • 0000359232 scopus 로고
    • Scheuer, P. J., Ed.; Academic Press: New York
    • (b) Erickson, K. L. In Marine Natural Products; Scheuer, P. J., Ed.; Academic Press: New York, 1983; Vol. 5, pp 131-257.
    • (1983) Marine Natural Products , vol.5 , pp. 131-257
    • Erickson, K.L.1
  • 40
    • 0002503684 scopus 로고
    • Epoxide 8 (93%ee) was synthesized by the same method as in the previous report for the antipode of 8. See: Gao, L.-x.; Saitoh, H.; Feng, F.; Murai, A. Chem. Lett. 1991, 1787-1790.
    • (1991) Chem. Lett. , pp. 1787-1790
    • Gao, L.-X.1    Saitoh, H.2    Feng, F.3    Murai, A.4
  • 43
  • 45
    • 0344208329 scopus 로고
    • (a) Gao, L.-x.; Murai, A. Chem. Lett. 1891, 1503-1604. For other C4 selective halogenations of 3,4-epoxy alcohols, see:
    • (1891) Chem. Lett. , pp. 1503-1604
    • Gao, L.-X.1    Murai, A.2
  • 49
    • 6044269298 scopus 로고
    • Review: (a) Murray, R. W. Chem. Rev. 1989, 89, 1187-1201.
    • (1989) Chem. Rev. , vol.89 , pp. 1187-1201
    • Murray, R.W.1
  • 53
    • 0344208325 scopus 로고    scopus 로고
    • note
    • In the oxepane-fused nine-membered dienyl ethereal system, the selective epoxidation on the normal olefinic double bond rather than the double bond of the enol ether has been reported. See ref 5d.
  • 54
    • 0345502058 scopus 로고    scopus 로고
    • note
    • 2.
  • 61
    • 0344639897 scopus 로고    scopus 로고
    • note
    • 13C NMR, broadening of the signals was observed in both samples. We found slow exchange between the two conformers of 1 and estimated its activating ΔG to be 12.9 kcal/mol from the coalescence temperature (-5 °C).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.