메뉴 건너뛰기




Volumn , Issue 15, 2007, Pages 2279-2286

Stereoselective Heck-Matsuda arylations of chiral dihydrofurans with arenediazonium tetrafluoroborates; an efficient enantioselective total synthesis of (-)-isoaltholactone

Author keywords

Catalysis; Diazonium compounds; Heck reaction; Palladium; Stereoselectivity

Indexed keywords

DIAZONIUM COMPOUNDS; HECK REACTION; SYNTHETIC PROCESS;

EID: 34547742582     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-983781     Document Type: Article
Times cited : (43)

References (41)
  • 1
    • 77957096485 scopus 로고    scopus 로고
    • For excellent reviews on the chemistry and synthesis of styryllactones, see: a, Harmata, M, Ed, Elsevier: Amsterdam
    • For excellent reviews on the chemistry and synthesis of styryllactones, see: (a) Harris, J. M.; Li, M.; Scott, J. G.; O'Doherty, G. A. In Strategies and Tactics in Organic Synthesis, Vol. 5; Harmata, M., Ed.; Elsevier: Amsterdam, 2004, 221.
    • (2004) Strategies and Tactics in Organic Synthesis , vol.5 , pp. 221
    • Harris, J.M.1    Li, M.2    Scott, J.G.3    O'Doherty, G.A.4
  • 11
    • 33750464876 scopus 로고    scopus 로고
    • For an account of the present status ot'organic synthesis, see
    • For an account of the present status ot'organic synthesis, see: Wilson, R. M.; Danishefsky, S. J. J. Org. Chem. 2006, 71, 8329.
    • (2006) J. Org. Chem , vol.71 , pp. 8329
    • Wilson, R.M.1    Danishefsky, S.J.2
  • 12
    • 34249104674 scopus 로고    scopus 로고
    • For an excellent review on the use of arenediazonium salts, see
    • For an excellent review on the use of arenediazonium salts, see: Roglans, A.; Pla-Quintana, A.; Moreno-Mañas, M. Chem. Rev. 2006, 106, 4622.
    • (2006) Chem. Rev , vol.106 , pp. 4622
    • Roglans, A.1    Pla-Quintana, A.2    Moreno-Mañas, M.3
  • 33
    • 34547784961 scopus 로고    scopus 로고
    • The endocyclic enolether 12 is a rather volatile compound. Use of reduced pressure should be avoided during its isolation and purification.
    • The endocyclic enolether 12 is a rather volatile compound. Use of reduced pressure should be avoided during its isolation and purification.
  • 34
    • 34547799588 scopus 로고    scopus 로고
    • An interesting alternative to the use of dihydrofuran is the use of a balloon of carbon monoxide. A dark blue solution forms after a few minutes of exposure which stays stable for a long time, without any signs of Pd precipitation. However, upon addition of the remaining reagents, formation of Pd black begins to occur in the reaction medium
    • An interesting alternative to the use of dihydrofuran is the use of a balloon of carbon monoxide. A dark blue solution forms after a few minutes of exposure which stays stable for a long time, without any signs of Pd precipitation. However, upon addition of the remaining reagents, formation of Pd black begins to occur in the reaction medium.
  • 35
    • 0000458209 scopus 로고
    • For a comprehensive review on substrate-directable reactions, see
    • For a comprehensive review on substrate-directable reactions, see: Hoveyda, A.; Evans, D. A.; Fu, G. C. Chem. Rev. 1993, 93, 1307.
    • (1993) Chem. Rev , vol.93 , pp. 1307
    • Hoveyda, A.1    Evans, D.A.2    Fu, G.C.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.