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Volumn , Issue 9, 2004, Pages 2053-2056

Synthesis of macrocyclic carbonates with musk odor by ring-closing olefin metathesis

Author keywords

Flavors and fragrances; Macrolides; Metathesis; Musk; Ruthenium

Indexed keywords

CARBONIC ACID DERIVATIVE; MACROCYCLIC COMPOUND; MUSK; RUTHENIUM;

EID: 4544255687     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200300768     Document Type: Article
Times cited : (27)

References (47)
  • 6
    • 4544243489 scopus 로고    scopus 로고
    • US Patent 2,020,298, 1935 (E. I. du Pont de Nemours and Company)
    • W. H. Carothers, J. W. Hill, US Patent 2,020,298, 1935 (E. I. du Pont de Nemours and Company).
    • Carothers, W.H.1    Hill, J.W.2
  • 7
    • 0032870907 scopus 로고    scopus 로고
    • For a review on macrocyclic musks, see: [4a] A. S. Williams, Synthesis 1999, 1707-1723;
    • (1999) Synthesis , pp. 1707-1723
    • Williams, A.S.1
  • 12
    • 4544305273 scopus 로고    scopus 로고
    • The Convention of International Trade in Endangered Species of Wild Fauna and Flora (CITES), http://www.cites.org/.
  • 26
    • 4544337144 scopus 로고    scopus 로고
    • note
    • 2 (VI), see ref.[2].
  • 27
    • 0032473818 scopus 로고    scopus 로고
    • For RCM formation of macrocyclic urethanes using the first generation Grubbs' catalyst I, see: A. K. Ghosh, K. A. Hussain, Tetrahedron Lett. 1998, 39, 1881-1884.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 1881-1884
    • Ghosh, A.K.1    Hussain, K.A.2
  • 29
    • 0347762505 scopus 로고    scopus 로고
    • for applications of this catalyst, see: [12b] S. Ostrowski, A. Mikus, Mol. Divers. 2003, 6, 315-321.
    • (2003) Mol. Divers. , vol.6 , pp. 315-321
    • Ostrowski, S.1    Mikus, A.2
  • 36
    • 4544280815 scopus 로고    scopus 로고
    • note
    • The possibility of an ADMET polymerization of di(allyl) carbonate 4 will be studied in our laboratory in due course. We gratefully acknowledge a referee for this helpful suggestion.
  • 37
    • 4544337143 scopus 로고    scopus 로고
    • note
    • Interestingly, the carbonate 4 was inert in ADMET polymerization catalyzed by the highly active molybdenum catalyst VI, cf. ref.[2].
  • 43
    • 0242307644 scopus 로고    scopus 로고
    • [18e] For a review on non-metathetic behavior of ruthenium carbenes, see: B. Alcaide, P. Almendros, Chem. Eur. J. 2003, 9, 1259-1262.
    • (2003) Chem. Eur. J. , vol.9 , pp. 1259-1262
    • Alcaide, B.1    Almendros, P.2
  • 44
    • 0034643997 scopus 로고    scopus 로고
    • A similar observation has been made for a macrocyclic RCM of a 14-membered lactone. When the reaction was performed at room temperature, intermolecular dimerization competed with ring closure even under high dilution condition. As anticipated, dimerization was suppressed at elevated temperatures, cf.: C. W. Lee, R. H. Grubbs, Org. Lett. 2000, 2, 2145-2147.
    • (2000) Org. Lett. , vol.2 , pp. 2145-2147
    • Lee, C.W.1    Grubbs, R.H.2
  • 47
    • 4544373388 scopus 로고    scopus 로고
    • note
    • The (E) and (Z) stereochemistry has not been assigned.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.