메뉴 건너뛰기




Volumn , Issue 12, 2006, Pages 1923-1927

Ruthenium-catalyzed ring expansion reaction of 1-acetylenylcyclobutanols with methyl vinyl ketone

Author keywords

Alkynes; Domino reaction; Ring expansion; Ruthenium; Stereoselective synthesis

Indexed keywords

1 ACETYLENYLCYCLOBUTANOL DERIVATIVE; 2 IDENECYCLOPENTANONE DERIVATIVE; ALKANONE; BUTANOL; KETONE DERIVATIVE; LIGAND; METHYLVINYL KETONE; PHOSPHINE; RUTHENIUM; UNCLASSIFIED DRUG;

EID: 33747039533     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-947346     Document Type: Article
Times cited : (14)

References (39)
  • 27
    • 3242678738 scopus 로고    scopus 로고
    • Ruthenium-catalyzed dimerization-ring expansion reaction has been previously reported by us. See: Yoshida, M.; Sugimoto, K.; Ihara, M. ARKIVOC 2003, (viii), 35.
    • (2003) ARKIVOC , Issue.8 , pp. 35
    • Yoshida, M.1    Sugimoto, K.2    Ihara, M.3
  • 28
    • 33747034686 scopus 로고    scopus 로고
    • note
    • 3) caused a decrease in the product yield and/or an elongation of the reaction time.
  • 29
    • 33747040486 scopus 로고    scopus 로고
    • note
    • +]: 306.2559; found: 306.2572.
  • 35
    • 33747030813 scopus 로고    scopus 로고
    • note
    • MOPAC 2000/AM1 calculation indicated that (E)-2a is thermodynamically more stable than (Z)-2a by 0.79 kcal/mol.
  • 36
    • 0037178098 scopus 로고    scopus 로고
    • 6 catalyzes three component coupling reaction via nucleophilic attack of halide to acetylene followed by insertion of vinylruthenium complex to MVK: Trost, B. M.; Pinkerton, A. B. J. Am. Chem. Soc. 2002, 124, 7376.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 7376
    • Trost, B.M.1    Pinkerton, A.B.2
  • 38
    • 0000510920 scopus 로고
    • The cause of E-selectivity in this reaction is not clear, but isomerization of the Z-vinylruthenium 4 to the E-isomer could occur via ruthenium alkylidene complex because of the presence of coordinative methoxy group at the 2-position. An example of the reaction via ruthenium alkylidene complex, see: Trost, B. M.; Müller, T. J. J.; Martinez, J. J. Am. Chem. Soc. 1995, 117, 1888.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 1888
    • Trost, B.M.1    Müller, T.J.J.2    Martinez, J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.