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Volumn 50, Issue 29, 2011, Pages 6626-6629

Alternative pathways for heck intermediates: Palladium-catalyzed oxyarylation of homoallylic alcohols

Author keywords

cyclization; homogeneous catalysis; olefin functionalization; oxyarylation; palladium

Indexed keywords

FUNCTIONALIZED; GOOD YIELD; HECK ARYLATION; HOMOALLYLIC ALCOHOL; HOMOGENEOUS CATALYSIS; HYDROXY GROUPS; OXYARYLATION;

EID: 79959923779     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201101857     Document Type: Article
Times cited : (43)

References (58)
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    • For reviews, see
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    • Other examples involving the trapping of a σ-alkyl palladium(II) Heck intermediate, see
    • Other examples involving the trapping of a σ-alkyl palladium(II) Heck intermediate, see
  • 17
    • 33750977591 scopus 로고    scopus 로고
    • references therein
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    • For the functionalization of olefins by C-H bond activation, see.
    • For the functionalization of olefins by C-H bond activation, see:, C. Zhu, J. R. Falck, Org. Lett. 2011, 13, 1214.
    • (2011) Org. Lett. , vol.13 , pp. 1214
    • Zhu, C.1    Falck, J.R.2
  • 28
    • 79959999639 scopus 로고    scopus 로고
    • For another strategy to construct tetrahydrofuran by palladium(0)- mediated olefin insertion into a Pd-O bond, see
    • For another strategy to construct tetrahydrofuran by palladium(0)- mediated olefin insertion into a Pd-O bond, see
  • 36
    • 79959926187 scopus 로고    scopus 로고
    • For examples of oxidative Heck reactions involving chelating groups, see
    • For examples of oxidative Heck reactions involving chelating groups, see
  • 43
    • 79959993227 scopus 로고    scopus 로고
    • Excess TFA dehydrated the starting material resulting in diminished yields.
    • Excess TFA dehydrated the starting material resulting in diminished yields.
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    • 79959930617 scopus 로고    scopus 로고
    • For details, see the Supporting Information.
    • For details, see the Supporting Information.
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    • 1H NMR, see
    • 1H NMR, see
  • 48
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    • Because of the higher dissociation energy of a C-D bond than a C-H bond, the β-hydride elimination becomes the competitive reaction to the β-deuteride elimination, thus resulting in the retention of 36% deuterium at α-carbon atom.
    • Because of the higher dissociation energy of a C-D bond than a C-H bond, the β-hydride elimination becomes the competitive reaction to the β-deuteride elimination, thus resulting in the retention of 36% deuterium at α-carbon atom.
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    • For examples, see
    • For examples, see
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    • For examples, see
    • For examples, see


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.