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Volumn 76, Issue 1, 2008, Pages 227-235

Diene-transmissive hetero-Diels-Alder cycloaddition using cross-conjugated dioxatrienes: A novel synthesis of tetrahydropyran-fused aza-and thia-heterocycles

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EID: 57649112300     PISSN: 03855414     EISSN: 18810942     Source Type: Journal    
DOI: 10.3987/COM-08-S(N)55     Document Type: Article
Times cited : (10)

References (59)
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    • DTD A reaction can usually be defined by two sequential DA cycloadditions that involve an initial DA reaction of a cross-conjugated triene or its equivalents with a dienophile, followed by a second DA cycloaddition with a dienophile on the newly formed, transmitted diene unit of the monoadduct to give a bisadduct. The diene-transmissive hetero-Diels-Alder DTHDA reaction is a special case of the DTDA reaction where one or more heteroatoms are contained within either a triene framework or a dienophile skeleton or both. For DTDA reactions of carbotrienes, see the literatures in reference 4. For DTHDA reactions of heterotrienes, see the literatures in references 5-10
    • The DTD A reaction can usually be defined by two sequential DA cycloadditions that involve an initial DA reaction of a cross-conjugated triene (or its equivalents) with a dienophile, followed by a second DA cycloaddition with a dienophile on the newly formed, transmitted diene unit of the monoadduct to give a bisadduct. The diene-transmissive hetero-Diels-Alder (DTHDA) reaction is a special case of the DTDA reaction where one or more heteroatoms are contained within either a triene framework or a dienophile skeleton or both. For DTDA reactions of carbotrienes, see the literatures in reference 4. For DTHDA reactions of heterotrienes, see the literatures in references 5-10.
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    • For DT H DA of carbotrienes and carbotetraenes: a, and
    • For DT (H) DA of carbotrienes and carbotetraenes: (a) A. T. Blomquist and J. A. Verdol, J. Am. Chem. Soc, 1955, 77, 81.
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    • 3: C, 74.70; H, 5.96; N, 4.36. Found: C, 74.39; H, 6.09; N, 4.45
    • 3: C, 74.70; H, 5.96; N, 4.36. Found: C, 74.39; H, 6.09; N, 4.45.
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    • 79751480875 scopus 로고    scopus 로고
    • Acyloxymethylene propanedials 1b, c were prepared by the reaction of triformylmethane with acyl anhydride in the presence of a small amount of pyridine
    • (Acyloxymethylene) propanedials (1b, c) were prepared by the reaction of triformylmethane with acyl anhydride in the presence of a small amount of pyridine.
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    • 0004818427 scopus 로고
    • 2-Arylmethylene propanedials 1d, e were prepared according to the known method: a, and
    • 2-(Arylmethylene) propanedials (1d, e) were prepared according to the known method: (a) Z. Arnold, V. Král, and D. Dvorak, Tetrahedron Lett., 1982, 23, 1725.
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    • Arnold, Z.1    Král, V.2    Dvorak, D.3
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    • Cycloaddition reactions of 1d and its aryl-substituted analogues with electron-rich dienophiles such as ethyl vinyl ether have also been reported
    • (b) D. Dvorak, D. Saman, Z. Arnold, I. Císarova, and V. Petricek, Coll. Czech. Chem. Commun., 1992, 57, 2337. Cycloaddition reactions of 1d and its aryl-substituted analogues with electron-rich dienophiles such as ethyl vinyl ether have also been reported.
    • (1992) Coll. Czech. Chem. Commun. , vol.57 , pp. 2337
    • Dvorak, D.1    Saman, D.2    Arnold, Z.3    Císarova, I.4    Petricek, V.5
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    • note
    • 2), 74.30 (CH), 98.90 (CH), 109.99 (C), 114.27 (CH×2), 124.71 (CH), 127.69 (CH×2), 129.09 (CH×2), 129.14 (CH×2), 131.77 (C), 136.38 (C), 144.38 (C), 147.49 (C), 158.85 (C), 169.27 (C).
  • 57
    • 79751512919 scopus 로고    scopus 로고
    • +, 4
    • +, 4).
  • 58
    • 79751523271 scopus 로고    scopus 로고
    • note
    • 4S: C, 68.06; H, 5.95; N, 3.31. Found: C, 67.85; H, 6.08; N, 3.27.
  • 59
    • 79751471849 scopus 로고    scopus 로고
    • note
    • + 457.1199, Found: 457.1207.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.