메뉴 건너뛰기




Volumn 24, Issue 13, 2005, Pages 3099-3103

Tandem isobenzofuran formation-Diels Alder reactions in the coupling of carbene complexes with 2-alkynylbenzaldehyde derivatives featuring an alkyne-dienophile tether

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE-DIENOPHILE TETHER; CARBENE COMPLEXES; PAUSON-KHAND REACTION; STEREOSELECTIVITY;

EID: 23144452448     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om0502279     Document Type: Article
Times cited : (33)

References (25)
  • 5
    • 0024803676 scopus 로고
    • Six-membered-ring-forming intramolecular Diels-Alder reactions of isobenzofurans proceed with exo stereochemistry as observed in ref 1. (a) Meegalla, S. K.; Rodrigo, R. Synthesis 1989, 942-944.
    • (1989) Synthesis , pp. 942-944
    • Meegalla, S.K.1    Rodrigo, R.2
  • 8
    • 0344306305 scopus 로고    scopus 로고
    • For some recent references to synthesis of hydrophenanthrenes, including morphine alkaloids and abietanes, see: (a) Groth, U.; Richter, N.; Kalogerakis, A. Eur. J. Org. Chem. 2003, 4634-4639.
    • (2003) Eur. J. Org. Chem. , pp. 4634-4639
    • Groth, U.1    Richter, N.2    Kalogerakis, A.3
  • 15
    • 0000533326 scopus 로고
    • Regioselectivity is controlled via steric effects
    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford
    • (a) Regioselectivity is controlled via steric effects. Wulff, W. D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, pp 1065-1113.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 1065-1113
    • Wulff, W.D.1
  • 16
    • 23144453570 scopus 로고    scopus 로고
    • note
    • (b) High regioselectivity in similar systems has been noted. See the examples in ref 1b and references therein.
  • 20
    • 37049081830 scopus 로고
    • Harwood, L. M.; Jones, G.; Pickard, J.; Thomas, R. M.; Watkin, D. J. Chem. Soc., Chem. Commun. 1990, 605-607. Kinetic preference for the exo isomer was demonstrated using an α,β-unsaturated ketone as dienophile. Since the dienophile of intermediate 8g is devoid of the ketone group, and since the diene portion is an isobenzofuran, preference for the kinetic (exo) product is expected to be higher.
    • (1990) J. Chem. Soc., Chem. Commun. , pp. 605-607
    • Harwood, L.M.1    Jones, G.2    Pickard, J.3    Thomas, R.M.4    Watkin, D.5
  • 25
    • 0001442424 scopus 로고
    • or Collective Volume 8, pp 216-219
    • For a preparation of this compound see: Hegedus, L. S.; McGuire, M. A.; Schultze, L. M. Org. Synth. 1987, 65, 140-143, or Collective Volume 8, pp 216-219.
    • (1987) Org. Synth. , vol.65 , pp. 140-143
    • Hegedus, L.S.1    McGuire, M.A.2    Schultze, L.M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.