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Volumn 64, Issue 9, 1999, Pages 3354-3360

Bis ring closing olefin metathesis for the synthesis of unsaturated polycyclic ethers. O-membered ring cyclization in favor of C-membered ring cyclization

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; ETHER DERIVATIVE;

EID: 0033617426     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo982098u     Document Type: Note
Times cited : (97)

References (125)
  • 7
    • 0001270989 scopus 로고
    • Trost, B. M., Fleming, L. A., Paquette, L. A., Eds.; Pergamon: New York, Chapter 9.3
    • (g) Grubbs, R. H.; Pine, S. H. In Comprehensive Organic Synthesis, Vol. 5; Trost, B. M., Fleming, L. A., Paquette, L. A., Eds.; Pergamon: New York, 1991; Chapter 9.3.
    • (1991) Comprehensive Organic Synthesis , vol.5
    • Grubbs, R.H.1    Pine, S.H.2
  • 12
  • 38
    • 0344551637 scopus 로고    scopus 로고
    • See ref 1
    • (e) See ref 1.
  • 41
  • 93
    • 0344551628 scopus 로고    scopus 로고
    • ref 12
    • (d) ref 12.
  • 106
    • 77957030220 scopus 로고    scopus 로고
    • Atta-ur-Rahman, Ed.; Elsevier Science B. V.: Amsterdam
    • (a) Figadère, B.; Cavé A. Studies in Natural Products Chemistry; Atta-ur-Rahman, Ed.; Elsevier Science B. V.: Amsterdam, 1996, Vol. 18, pp 193-227.
    • (1996) Studies in Natural Products Chemistry , vol.18 , pp. 193-227
    • Figadère, B.1    Cavé, A.2
  • 118
    • 0344551625 scopus 로고    scopus 로고
    • note
    • (±)-1,3-Butadiene diepoxide 2c was purchased from commercial sources.
  • 119
    • 0344119985 scopus 로고    scopus 로고
    • note
    • 18
  • 120
    • 0344982635 scopus 로고    scopus 로고
    • note
    • 27 yielded eater 18 having complete inversion of configuration. Hydrolysis of 18 followed by alkylation of alcohol 19 afforded 9b. For experimental details and analytical data, see the Experimental Section.
  • 122
    • 0344551621 scopus 로고    scopus 로고
    • note
    • 18
  • 123
    • 0344982632 scopus 로고    scopus 로고
    • note
    • 10a was isolated as a mixture of diastereoisomers.
  • 124
    • 0344119982 scopus 로고    scopus 로고
    • note
    • The reviewers had very helpful comments concerning the reaction mechanism and the involved intermediates.
  • 125
    • 0344551597 scopus 로고    scopus 로고
    • note
    • D was isolated and identified when the RCM reaction was stopped before complete consumption of the starting material. Analytical data are reported in the Experimental Section.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.