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Volumn , Issue 10, 2002, Pages 1712-1714

'One-pot' reactions: Total synthesis of the spirocyclic marine sesquiterpene, (+)-axenol

Author keywords

Domino reaction; Metathesis; Methylenation; Natural products; Organo metallic

Indexed keywords

AXENOL; MENTHONE; SESQUITERPENE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0036401734     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2002-34211     Document Type: Article
Times cited : (22)

References (25)
  • 8
    • 0000732154 scopus 로고    scopus 로고
    • For alternative syntheses of this class of compounds: (a) Caine, D.; Deutsch, H. J. Am. Chem. Soc. 1978, 100, 8030. (b) Ohira, S.; Yoshihara, N.; Hasegawa, T. Chem. Lett. 1998, 739.
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 8030
    • Caine, D.1    Deutsch, H.2
  • 9
    • 0000732154 scopus 로고    scopus 로고
    • For alternative syntheses of this class of compounds: (a) Caine, D.; Deutsch, H. J. Am. Chem. Soc. 1978, 100, 8030. (b) Ohira, S.; Yoshihara, N.; Hasegawa, T. Chem. Lett. 1998, 739.
    • (1998) Chem. Lett. , vol.739
    • Ohira, S.1    Yoshihara, N.2    Hasegawa, T.3
  • 13
    • 0011059258 scopus 로고    scopus 로고
    • note
    • (b) Triketon 2a was used as a 2:1 mixture of diastereomers, which could not be separated. The desired (2R)-diastereomer is the major isomer in the mixture.
  • 14
    • 0011027102 scopus 로고    scopus 로고
    • note
    • 8K, DME, 85 °C) for the spiro ring closure which would have led directly to the spiro ketone 3 (and 4) but we could not detect the formation of these products by GC-MS analysis.
  • 18
    • 0030786962 scopus 로고    scopus 로고
    • (b) Kauffmann, T. Angew. Chem., Int. Ed. Engl. 1997, 36, 1258; Angew. Chem. 1997, 109, 1312.
    • (1997) Angew. Chem. , vol.109 , pp. 1312
  • 21
    • 0344006321 scopus 로고    scopus 로고
    • (b) Fürstner, A. Angew. Chem. In. Ed. 2000, 39, 3012; Angew. Chem. 2000, 112, 3140.
    • (2000) Angew. Chem. , vol.112 , pp. 3140
  • 22
    • 0011062008 scopus 로고    scopus 로고
    • note
    • 3) for (-)-1].
  • 25
    • 0010988574 scopus 로고    scopus 로고
    • note
    • 13C NMR spectra of (+)-1.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.