메뉴 건너뛰기




Volumn 64, Issue 8, 1999, Pages 2962-2965

Palladium-catalyzed allylic alkylations via titanated nucleophiles: A new early-late heterobimetallic system

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL COMPOUND; ORGANOMETALLIC COMPOUND; PALLADIUM; TITANIUM DERIVATIVE;

EID: 0033574621     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo982266i     Document Type: Article
Times cited : (17)

References (38)
  • 1
    • 0001796593 scopus 로고
    • Schlosser, M., Ed.; John Wiley: Chichester, Chapter 5
    • (a) Hegedus L. S. In Organometallics in Synthesis; Schlosser, M., Ed.; John Wiley: Chichester, 1994; Chapter 5, pp 385-459.
    • (1994) Organometallics in Synthesis , pp. 385-459
    • Hegedus, L.S.1
  • 5
    • 0001737038 scopus 로고
    • Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Pergamon: Oxford, Chapter 8.2
    • (e) Harrington P. J. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Pergamon: Oxford, 1995; Vol. 12, Chapter 8.2, pp 798-903.
    • (1995) Comprehensive Organometallic Chemistry II , vol.12 , pp. 798-903
    • Harrington, P.J.1
  • 26
    • 0001479313 scopus 로고
    • BSA/AcOK cat. is a standard enolizing system in palladium-catalyzed allylic alkylations. Trost, B. M.; Murphy, D. J. Organometallics 1985, 4, 1143.
    • (1985) Organometallics , vol.4 , pp. 1143
    • Trost, B.M.1    Murphy, D.J.2
  • 28
    • 0000099879 scopus 로고
    • Scheffold, R., Ed. Salle + Sauerlander: Aarau, As expected, copious or total transesterification products can be detected with highly prolonged reaction times
    • Seebach, D.; Weidmann, B.; Widler, L. In Modern Synthetic Methods; Scheffold, R., Ed. Salle + Sauerlander: Aarau, 1983; pp 217-351. As expected, copious or total transesterification products can be detected with highly prolonged reaction times.
    • (1983) Modern Synthetic Methods , pp. 217-351
    • Seebach, D.1    Weidmann, B.2    Widler, L.3
  • 30
    • 0345420026 scopus 로고    scopus 로고
    • note
    • 4 is a rapid process on the NMR time scale at room temperature, involving the fluxional exchange between bound and unbound carbonyl esters. See ref 12.
  • 31
    • 0344988869 scopus 로고    scopus 로고
    • note
    • 4-mediated monotransesterification was the only detectable reaction.
  • 33
    • 0344988865 scopus 로고    scopus 로고
    • note
    • This result suggests that the mechanism leading to the titanium enolates postulated by Taguchi in the iodocarbocyclization process might need a slight revision, i.e., the requirement of an external deprotonating agent, such as the iodide anion released in the iodionium ion formation, or an added base.
  • 34
    • 84990168561 scopus 로고
    • At present we do not have structural information on these transiently generated titanated species. In particular, study of the titanated derivative of the disulfone (1c), for which a true enolate form is forbidden, might prove of structural interest. For studies on the structure of α-lithiated sulfones, see: (a) Gais, H.-J.; Hellmantn, G.; Günther, H.; Lopez, F.; Lindner, H. J.; Braun, S. Angew. Chem., Int. Ed. Engl. 1989, 28, 1025.
    • (1989) Angew. Chem., Int. Ed. Engl. , vol.28 , pp. 1025
    • Gais, H.-J.1    Hellmantn, G.2    Günther, H.3    Lopez, F.4    Lindner, H.J.5    Braun, S.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.