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Volumn 63, Issue 16, 1998, Pages 5310-5311

An Iterative Approach to Fused Ether Ring Systems

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Indexed keywords


EID: 0000677383     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo980996k     Document Type: Article
Times cited : (104)

References (32)
  • 4
    • 85034477433 scopus 로고    scopus 로고
    • 30-32
    • 30-32
  • 17
    • 0026418434 scopus 로고
    • Despite the substantial work that has been accomplished in this area, there exists considerable room for improvement as the current state of the art involves the use of highly sensitive organometallic reagents, often in stoichiometric quantities. For a discussion of efficiency and organic synthesis, see: Trost, B. M. Science 1991, 254, 1471-1477.
    • (1991) Science , vol.254 , pp. 1471-1477
    • Trost, B.M.1
  • 24
    • 85034463818 scopus 로고    scopus 로고
    • Exposure of acetate 9 to the Tebbe or Petasis reagents has led only recovery of starting material or decomposition upon more vigorous reaction conditions (110 °C)
    • Exposure of acetate 9 to the Tebbe or Petasis reagents has led only recovery of starting material or decomposition upon more vigorous reaction conditions (110 °C).
  • 25
    • 85034480666 scopus 로고    scopus 로고
    • 2 resulted in only 15% of 11
    • 2 resulted in only 15% of 11.
  • 26
    • 85034463832 scopus 로고    scopus 로고
    • We believe that this is due to coordination of the four oxygens about the Pyran ring with Ti. Addition of more than 5 equiv of reagent resulted in the isolation of significant quantities of alcohol 7 after aqueous workup
    • We believe that this is due to coordination of the four oxygens about the Pyran ring with Ti. Addition of more than 5 equiv of reagent resulted in the isolation of significant quantities of alcohol 7 after aqueous workup.
  • 27
    • 85034464884 scopus 로고    scopus 로고
    • Thus far, we have been able to isolate 13 in 15% yield by extending the time of the reaction, completely decomposing enol ether 11 in the process. The major component from this preliminary experiment appears to be dimeric
    • Thus far, we have been able to isolate 13 in 15% yield by extending the time of the reaction, completely decomposing enol ether 11 in the process. The major component from this preliminary experiment appears to be dimeric.
  • 28
    • 85034462435 scopus 로고    scopus 로고
    • We have tentatively identified the only other recognizable product from this reaction as the exocyclic enol ether from deprotonation and epoxide opening. Thus far, We have been unable to determine the relative stereo-chemistry at the carbon bearing the hydroxyl group in this compound
    • We have tentatively identified the only other recognizable product from this reaction as the exocyclic enol ether from deprotonation and epoxide opening. Thus far, We have been unable to determine the relative stereo-chemistry at the carbon bearing the hydroxyl group in this compound.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.