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Volumn 58, Issue 52, 2002, Pages 10375-10386

A highly stereoselective synthesis of the C10-C31 (BCDEF ring) portion of pinnatoxin A

Author keywords

Dispiroketal; Hemiketal formation; Hetero Michael addition; Internal ketalization

Indexed keywords

ACETAL DERIVATIVE; MARINE TOXIN; PINNATOXIN A; UNCLASSIFIED DRUG;

EID: 0037164673     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(02)01380-7     Document Type: Article
Times cited : (24)

References (26)
  • 11
    • 0027154705 scopus 로고
    • 2CuLi: Horita K., Hachiya S., Ogihara K., Yoshida Y., Nagasawa M., Yonemitsu O. Heterocycles. 42:1996;99-104 Amigoni S., Schulz J., Martin L., Le Floc'h Y. Tetrahedron: Asymmetry. 8:1997;1515-1518. (c) MeCu(CN)Li:
    • (1993) Tetrahedron Lett. , vol.34 , pp. 3247-3250
    • DiFranco, E.1    Ravikumar, V.T.2    Salomon, R.G.3
  • 14
    • 0030735265 scopus 로고    scopus 로고
    • Raczko reported copper-catalyzed conjugate addition reactions of Grignard reagents to γ-alkoxy-α,β-enones: Raczko J. Tetrahedron: Asymmetry. 8:1997;3821-3828.
    • (1997) Tetrahedron: Asymmetry , vol.8 , pp. 3821-3828
    • Raczko, J.1
  • 15
    • 0001592452 scopus 로고
    • For conjugate addition reactions of other organocopper reagents to γ-alkoxy-α,β-enones, see: (a) Roush W.R., Lesur B.M. Tetrahedron Lett. 24:1983;2231-2234 (b) Leonard J., Ryan G. Tetrahedron Lett. 28:1987;2525-2528.
    • (1983) Tetrahedron Lett. , vol.24 , pp. 2231-2234
    • Roush, W.R.1    Lesur, B.M.2
  • 16
    • 0001264592 scopus 로고
    • For conjugate addition reactions of other organocopper reagents to γ-alkoxy-α,β-enones, see: (a) Roush W.R., Lesur B.M. Tetrahedron Lett. 24:1983;2231-2234 (b) Leonard J., Ryan G. Tetrahedron Lett. 28:1987;2525-2528.
    • (1987) Tetrahedron Lett. , vol.28 , pp. 2525-2528
    • Leonard, J.1    Ryan, G.2
  • 17
    • 84985531889 scopus 로고    scopus 로고
    • For reviews on organocopper-Lewis acid reagents, see: (a) Yamamoto Y. Angew. Chem., Int. Ed. Engl. 25:1986;947-959 (b) Lipshutz B.H. Schlosser M. Organometallics in Synthesis A Manual. 2002;665-815 Wiley, West Sessex.
    • (1986) Angew. Chem., Int. Ed. Engl. , vol.25 , pp. 947-959
    • Yamamoto, Y.1
  • 18
    • 84985531889 scopus 로고    scopus 로고
    • For reviews on organocopper-Lewis acid reagents, see: (a) Yamamoto Y. Angew. Chem., Int. Ed. Engl. 25:1986;947-959 (b) Lipshutz B.H. Schlosser M. Organometallics in Synthesis A Manual. 2002;665-815 Wiley, West Sessex.
    • (2002) Organometallics in Synthesis A Manual , pp. 665-815
    • Lipshutz, B.H.1
  • 24
    • 0011927730 scopus 로고    scopus 로고
    • note
    • 19 However, they did not mention the result of epimerization of the desired isomer.
  • 26
    • 0011993067 scopus 로고    scopus 로고
    • note
    • 1 was explored (Scheme 5).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.