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Volumn 13, Issue 8, 2011, Pages 2090-2093

Total synthesis and biological evaluation of (-)-9-deoxy-englerin a

Author keywords

[No Author keywords available]

Indexed keywords

9 DEOXY ENGLERIN A; 9-DEOXY-ENGLERIN A; ENGLERIN A; SESQUITERPENE;

EID: 79955425788     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol200499t     Document Type: Article
Times cited : (56)

References (42)
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    • For total syntheses of englerin A, see
    • For total syntheses of englerin A, see:
  • 8
    • 79955389567 scopus 로고    scopus 로고
    • Synthetic studies
    • Synthetic studies
  • 14
    • 73649100972 scopus 로고    scopus 로고
    • For a recent review, see: Foley, D. A.; Maguire, A. R.
    • For a recent review, see: Foley, D. A.; Maguire, A. R. Tetrahedron 2010, 66, 1131-1175.
    • (2010) Tetrahedron , vol.66 , pp. 1131-1175
  • 16
    • 0028282048 scopus 로고
    • For application of this strategy to the phorbol skeleton
    • For application of this strategy to the phorbol skeleton, see: Paquette, L. A.; Sauer, D. R.; Edmondson, S. D.; Friedrich, D. Tetrahedron 1994, 50, 4071-4086.
    • (1994) Tetrahedron , vol.50 , pp. 4071-4086
    • Paquette, L.A.1    Sauer, D.R.2    Edmondson, S.D.3    Friedrich, D.4
  • 20
    • 79955429288 scopus 로고    scopus 로고
    • Isopulegol was purchased from Aldrich: 1 kg costs 90 Euro
    • Isopulegol was purchased from Aldrich: 1 kg costs 90 Euro.
  • 22
    • 79955410568 scopus 로고    scopus 로고
    • In the case of freshly prepared vinylmagnesium bromide the reaction proceeded spot to spot, while the use of a commercially available Grignard reagent gave only traces of product 10
    • In the case of freshly prepared vinylmagnesium bromide the reaction proceeded spot to spot, while the use of a commercially available Grignard reagent gave only traces of product 10.
  • 24
    • 79955447627 scopus 로고    scopus 로고
    • We found that the use of catalytic amounts (0.1 equiv) of 18-crown-6 ether increased the rate and the yield up to 89%.Without 18- crown-6 ether the rearrangement took 16 h and gave 71% yield of 9
    • We found that the use of catalytic amounts (0.1 equiv) of 18- crown-6 ether increased the rate and the yield up to 89%. Without 18- crown-6 ether the rearrangement took 16 h and gave 71% yield of 9.
  • 29
    • 79955396768 scopus 로고    scopus 로고
    • For epimerization reactions on cis-fused 5,7-ring systems, see
    • For epimerization reactions on cis-fused 5,7-ring systems, see.
  • 35
    • 79955377670 scopus 로고    scopus 로고
    • For carbonyl reductions using silanes in the presence of a Lewis acid, see
    • For carbonyl reductions using silanes in the presence of a Lewis acid, see.
  • 39
    • 79955369392 scopus 로고    scopus 로고
    • Asample of englerinA was purchased from AppliChem GmbH, Darmstadt, Germany
    • Asample of englerinA was purchased from AppliChem GmbH, Darmstadt, Germany.
  • 40
    • 79955366292 scopus 로고    scopus 로고
    • For example, see
    • For example, see.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.