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Volumn , Issue 5, 2010, Pages 818-822

Convenient synthesis of meso-cyclohexa-1,3-dienes by one-pot two-step deoxygenation of 7-oxabicyclo[2.2.1]hept-2-enes

Author keywords

Catalysis; Cyclohexadienes; Eliminations; Furans; Reductions; Ring opening

Indexed keywords

ACETYL BROMIDE; CYCLOHEXADIENES; CYCLOHEXENES; DEOXYGENATIONS; EFFICIENT CATALYSTS; FURANS; HIGH YIELD; LEAVING GROUPS; ONE POT; REACTION MIXTURE; RING OPENING; RING OPENING REACTION; ROOM TEMPERATURE; TETRA-HYDROFURAN; ZINC POWDER;

EID: 77955403205     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/S-0029-1218618     Document Type: Article
Times cited : (7)

References (22)
  • 1
    • 0003544583 scopus 로고    scopus 로고
    • 2nd ed.; Ojima, I., Ed.; Wiley: New York
    • Catalytic Asymmetric Synthesis, 2nd ed.; Ojima, I., Ed.; Wiley: New York, 2000.
    • (2000) Catalytic Asymmetric Synthesis
  • 2
    • 34548180343 scopus 로고    scopus 로고
    • For selected reviews, see: (a) Mikami, K.; Lautens, M., Eds.; Wiley: Hoboken
    • For selected reviews, see: (a) Rovis, T. In New Frontiers in Asymmetric Catalysis; Mikami, K.; Lautens, M., Eds.; Wiley: Hoboken, 2007, 275.
    • (2007) New Frontiers in Asymmetric Catalysis , pp. 275
    • Rovis, T.1
  • 10
    • 0003417469 scopus 로고
    • For reviews on reductive elimination of vicinal heteroatoms, see: (a) Trost, B. M., Ed.; Pergamon: Oxford Chap. 5.1.3.2
    • For reviews on reductive elimination of vicinal heteroatoms, see: (a) Krebs, A.; Swienty-Busch, J.; Fleming, I. In Comprehensive Organic Synthesis, Vol. 6; Trost, B. M., Ed.; Pergamon: Oxford, 1991, Chap. 5.1.3.2.
    • (1991) Comprehensive Organic Synthesis , vol.6
    • Krebs, A.1    Swienty-Busch, J.2    Fleming, I.3
  • 14
    • 77955381992 scopus 로고    scopus 로고
    • The Present Ring-opening Reaction is Apparently Nonstereospecific in Contrast to those Reported by Seçen, which Are Retentive and Directed by a Neighboring-group Effect (see ref. 7)
    • The present ring-opening reaction is apparently nonstereospecific in contrast to those reported by Seçen, which are retentive and directed by a neighboring-group effect (see ref. 7).
  • 15
    • 77955359751 scopus 로고    scopus 로고
    • 2, a dark-red homogeneous solution was obtained
    • 2, a dark-red homogeneous solution was obtained.
  • 17
    • 77955347953 scopus 로고    scopus 로고
    • Water Was Not Intentionally Added, But the Reductive Elimination Was Carried Out in Open Air So that the AcBr Was Probably Hydrolyzed to AcOH.
    • Water was not intentionally added, but the reductive elimination was carried out in open air so that the AcBr was probably hydrolyzed to AcOH.
  • 18
    • 77955377532 scopus 로고    scopus 로고
    • In Large-scale Reactions, the Second Step of the Present One-pot Protocol Should be Performed at 0 °C Because It Is Significantly Exothermic
    • In large-scale reactions, the second step of the present one-pot protocol should be performed at 0 °C because it is significantly exothermic.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.