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Volumn 65, Issue 6, 2000, Pages 1842-1849

Synthetic studies on nogarol anthracyclines. Enantioselective total synthesis of an aminohydroxy epoxybenzoxocin

Author keywords

[No Author keywords available]

Indexed keywords

4,N,N DIMETHYLAMINO 3,5 DIHYDROXY 6,9 DIMETHYL 8 METHOXY 3,4,5,6 TETRAHYDRO 8 METHOXY 2,6 EPOXY 2H 1 BENZOXOCIN; ANTHRACYCLINE ANTIBIOTIC AGENT; MENOGARIL; UNCLASSIFIED DRUG;

EID: 0034708576     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo991483w     Document Type: Article
Times cited : (32)

References (37)
  • 7
    • 0003912811 scopus 로고
    • El Khadem, H. S., Ed.; Academic Press: New York, NY
    • (g) Wiley, P. F. Anthracyclin Antibiotics; El Khadem, H. S., Ed.; Academic Press: New York, NY, 1982; pp 97-117.
    • (1982) Anthracyclin Antibiotics , pp. 97-117
    • Wiley, P.F.1
  • 27
    • 0343850937 scopus 로고    scopus 로고
    • note
    • 11 and found that the yield (84%) and diastereoselectivity (92%) is substantially higher when α-naphthol is used in the reaction.
  • 29
    • 32744459401 scopus 로고
    • Omura, K.; Sharma, A. K.; Swern, D. J. Org. Chem. 1976, 41, 957-962. Omura, K.; Swern, D. Tetrahedron 1978, 34, 1651-1660.
    • (1978) Tetrahedron , vol.34 , pp. 1651-1660
    • Omura, K.1    Swern, D.2
  • 30
    • 0343414954 scopus 로고    scopus 로고
    • Unpublished results, Ph.D. dissertation; Ellenberger, W. P., Oregon Graduate Center, 1987
    • Unpublished results, Ph.D. dissertation; Ellenberger, W. P., Oregon Graduate Center, 1987.
  • 31
    • 0342545306 scopus 로고    scopus 로고
    • note
    • The ethyl glycoside analogue of the epoxy alcohol 32 unexpectedly proved to be unstable to the conditions (sealed tube, 140°C) needed to open the epoxide ring with dimethylamine.
  • 32
    • 0342979658 scopus 로고    scopus 로고
    • note
    • The undesired β-anomer was recycled to the desired α-anomer 20 in 50% yield through treatment with TFA and MeOH.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.