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Volumn 2, Issue 15, 2000, Pages 2373-2376

Catalyzed asymmetric Diels-Alder reaction of benzoquinone. Total synthesis of (-)-ibogamine

Author keywords

[No Author keywords available]

Indexed keywords

BENZOQUINONE; BENZOQUINONE DERIVATIVE; BRIDGED COMPOUND; IBOGAMINE;

EID: 0034720922     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0001463     Document Type: Article
Times cited : (74)

References (35)
  • 18
    • 33947092471 scopus 로고
    • An asymmetric synthesis leading to an 80:20 mixture of enantiomers of ibogamine favoring (+)-1 was accomplished by Trost (see Trost, B. M.; Godleski, S. A.; Genet, J. P. J. Am. Chem. Soc. 1978, 100, 3930).
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 3930
    • Trost, B.M.1    Godleski, S.A.2    Genet, J.P.3
  • 27
    • 0042881491 scopus 로고    scopus 로고
    • note
    • It is noteworthy that the absolute configuration of 5 corresponds to that observed by Mikami (ref 3) for the Diels-Alder adduct obtained from the reaction of 1-methoxybutadiene with naphthoquinone catalyzed by (S)-4.
  • 35
    • 0041879319 scopus 로고    scopus 로고
    • note
    • No evidence for a charge-transfer band was found in the UV-visible spectrum of a mixture of 4 and benzoquinone. However, the solution containing these compounds was an intense red-brown color.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.