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Volumn , Issue 34, 2008, Pages 5687-5691

Heterolignans: Stereoselective synthesis of an 11-amino analog of azaelliptitoxin

Author keywords

amino aldehydes; Azaelliptitoxin; Bioactive heterolignans; Pictet spengler reaction; Stereoselective synthesis

Indexed keywords


EID: 56749149418     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200800880     Document Type: Article
Times cited : (10)

References (54)
  • 11
  • 15
    • 0029025827 scopus 로고
    • Azaelliptitoxin is the best well-known heterolignan for its biological activities. The generic name heterolignan was first introduced by Medarde et al, see
    • Azaelliptitoxin is the best well-known heterolignan for its biological activities. The generic name "heterolignan" was first introduced by Medarde et al., see: M. Medarde, R. Peláez-Lamamié de Clairac, F. Tomé, J. L. Lopez, A. San Feliciano, Arch. Pharm. 1995, 328, 403-407.
    • (1995) Arch. Pharm , vol.328 , pp. 403-407
    • Medarde, M.1    Peláez-Lamamié de Clairac, R.2    Tomé, F.3    Lopez, J.L.4    San Feliciano, A.5
  • 28
    • 31844432220 scopus 로고    scopus 로고
    • For a recent review, see
    • For a recent review, see: U. Ladziata, V. V. Zhdankin, ARKIVOC 2006, 10, 26-58.
    • (2006) ARKIVOC , vol.10 , pp. 26-58
    • Ladziata, U.1    Zhdankin, V.V.2
  • 29
    • 56749159858 scopus 로고    scopus 로고
    • [7]
    • [7]
  • 30
    • 56749157713 scopus 로고    scopus 로고
    • (+)-(R)-Mosher's acid [(+)-(R)-MTPA] was used as chiral derivating agent.
    • (+)-(R)-Mosher's acid [(+)-(R)-MTPA] was used as chiral derivating agent.
  • 31
    • 41149167541 scopus 로고    scopus 로고
    • Selected references: A) G. Wang
    • and references cited therein;
    • Selected references: a) G. Wang, Anti-Infective Agents Med. Chem. 2008, 7, 32-49 and references cited therein;
    • (2008) Anti-Infective Agents Med. Chem , vol.7 , pp. 32-49
  • 46
    • 56749170396 scopus 로고    scopus 로고
    • In this reaction, the use of electron-donating alkyl protecting groups, such as the methyl group to give the dimethylamino moiety, led to the degradation of the reaction mixture probably by initial formation of the corresponding azafulvenium salt by removal of dimethylamine
    • In this reaction, the use of electron-donating alkyl protecting groups, such as the methyl group to give the dimethylamino moiety, led to the degradation of the reaction mixture probably by initial formation of the corresponding azafulvenium salt by removal of dimethylamine.
  • 49
    • 33748753336 scopus 로고    scopus 로고
    • Masked carbonyl groups are known to give cleaner reactions in several cases than the corresponding carbonyl groups, see: C. C. Silveira, A. S. Vieira, T. S. Kaufman, Tetrahedron Lett. 2006, 47, 7545-7549 and references cited therein
    • Masked carbonyl groups are known to give cleaner reactions in several cases than the corresponding carbonyl groups, see: C. C. Silveira, A. S. Vieira, T. S. Kaufman, Tetrahedron Lett. 2006, 47, 7545-7549 and references cited therein.
  • 54
    • 56749150615 scopus 로고    scopus 로고
    • The coupling constant between the same hydrogen atoms in the 2-aza-4-methylepipodophyllotoxin is 1.8 Hz for the syn relationship, see ref.[18
    • [18]


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.