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Volumn 65, Issue 33, 2009, Pages 6519-6534

Synthesis-driven mapping of the dictyodendrin alkaloids

Author keywords

[No Author keywords available]

Indexed keywords

ACID; ALKALOID; ANILINE DERIVATIVE; DICTYODENDRIN DERIVATIVE; DOUBLE STRANDED DNA; ELECTROPHILE; FUNCTIONAL GROUP; HETEROCYCLIC COMPOUND; HEXAFLUOROANTIMONATE; INDOLE; LACTAM DERIVATIVE; NITRILE; PHENOL; POLYCYCLIC AROMATIC HYDROCARBON; REAGENT; TELOMERASE; TELOMERASE INHIBITOR; TITANIUM; TRIPHENYLPHOSPHINE; UNCLASSIFIED DRUG;

EID: 67650467306     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.06.058     Document Type: Article
Times cited : (49)

References (93)
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    • Compound 6 and 7 are obviously closely related to the dictyodendrins. These metabolites were isolated from a different Dictyodendrilla species and reported to be aldose reductase inhibitors, cf:
    • Compound 6 and 7 are obviously closely related to the dictyodendrins. These metabolites were isolated from a different Dictyodendrilla species and reported to be aldose reductase inhibitors, cf:. Sato A., Morishita T., Shiraki T., Yoshioka S., Horikoshi H., Kuwano H., Hanzawa H., and Hata T. J. Org. Chem. 58 (1993) 7632-7634
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  • 30
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    • For recent case studies on 'diverted total synthesis' from this laboratory, see
    • For recent case studies on 'diverted total synthesis' from this laboratory, see:
  • 38
    • 67650408071 scopus 로고    scopus 로고
    • For applications of this methodology, see
    • For applications of this methodology, see:
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    • 37049097157 scopus 로고
    • Preparation of 18 required the use of chloro-N,N,2-trimethylpropenylamine, whereas oxalyl chloride afforded only Z-3-chloroacrylic acid. For the preparation of the chloroenamine reagent, see:
    • Preparation of 18 required the use of chloro-N,N,2-trimethylpropenylamine, whereas oxalyl chloride afforded only Z-3-chloroacrylic acid. For the preparation of the chloroenamine reagent, see:. Devos A., Remion J., Frisque-Hesbain A.-M., Colens A., and Ghosez L. J. Chem. Soc., Chem. Commun. (1979) 1180-1181
    • (1979) J. Chem. Soc., Chem. Commun. , pp. 1180-1181
    • Devos, A.1    Remion, J.2    Frisque-Hesbain, A.-M.3    Colens, A.4    Ghosez, L.5
  • 56
    • 67650430606 scopus 로고    scopus 로고
    • For the formation of polycyclic arenes by π-acid catalyzed reactions of alkynylated substrates, see
    • For the formation of polycyclic arenes by π-acid catalyzed reactions of alkynylated substrates, see:
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    • note
    • Brønsted acids have not been tested.
  • 75
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    • note
    • The fact that the free phenols were invariably formed as the major products independent of whether a carboxylic acid (X=OH), carboxylic acid ester (X=OMe), or an acid fluoride (X=F) was used as the starting material suggests that the cleavage of the X-group is not caused by inadvertent hydrolysis but during the actual reaction. This assumption is in line with the proposed mechanism which is thought to involve a two electron reduction of the ketone followed by nucleophilic attack of the resulting carbonyl dianion equivalent onto the adjacent -C(O)X group. For a detailed study on the two-electron reduction mechanism, see Ref. 15a.{A figure is presented}
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    • 8 is described in:
    • 8 is described in:


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.