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Volumn 519, Issue 7541, 2015, Pages 74-77

The direct arylation of allylic sp3 C-H bonds via organic and photoredox catalysis

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; CARBENE; CARBON; POLYCYCLIC AROMATIC HYDROCARBON; DRUG; HYDROGEN; THIOL DERIVATIVE;

EID: 84924401904     PISSN: 00280836     EISSN: 14764687     Source Type: Journal    
DOI: 10.1038/nature14255     Document Type: Article
Times cited : (421)

References (21)
  • 1
    • 84896050363 scopus 로고    scopus 로고
    • 3)-H arylation and olefination in synthesis of unnatural chiral a-amino acids
    • 3)-H arylation and olefination in synthesis of unnatural chiral a-amino acids. Science 343, 1216-1220 (2014).
    • (2014) Science , vol.343 , pp. 1216-1220
    • He, J.1
  • 2
    • 0035476406 scopus 로고    scopus 로고
    • Catalytic allylic oxidation of alkenes using an asymmetric Kharasch-Sosnovsky reaction
    • Eames, J. & Watkinson, M. Catalytic allylic oxidation of alkenes using an asymmetric Kharasch-Sosnovsky reaction. Angew. Chem. Int. Edn 40, 3567-3571 (2001).
    • (2001) Angew. Chem. Int. Edn , vol.40 , pp. 3567-3571
    • Eames, J.1    Watkinson, M.2
  • 4
    • 6844254916 scopus 로고    scopus 로고
    • Asymmetric transition metal-catalyzed allylic alkylations
    • Trost, B. M. & Van Vranken, D. L. Asymmetric transition metal-catalyzed allylic alkylations. Chem. Rev. 96, 395-422 (1996).
    • (1996) Chem. Rev. , vol.96 , pp. 395-422
    • Trost, B.M.1    Van Vranken, D.L.2
  • 5
    • 0000681227 scopus 로고
    • Radical ions in photochemistry. 15. The photosubstitution reaction between dicyanobenzenes and alkyl olefins
    • Borg, R. M., Arnold, D. R. & Cameron, T. S. Radical ions in photochemistry. 15. The photosubstitution reaction between dicyanobenzenes and alkyl olefins. Can. J. Chem. 62, 1785-1802 (1984).
    • (1984) Can. J. Chem. , vol.62 , pp. 1785-1802
    • Borg, R.M.1    Arnold, D.R.2    Cameron, T.S.3
  • 8
    • 78650383080 scopus 로고    scopus 로고
    • Visible light photoredox catalysis: Applications in organic synthesis
    • Narayanam, J. M. R. & Stephenson, C. R. J. Visible light photoredox catalysis: applications in organic synthesis. Chem. Soc. Rev. 40, 102-113 (2011).
    • (2011) Chem. Soc. Rev. , vol.40 , pp. 102-113
    • Narayanam, J.M.R.1    Stephenson, C.R.J.2
  • 9
    • 84880124916 scopus 로고    scopus 로고
    • Visible light photoredox catalysis with transition metal complexes: Applications in organic synthesis
    • Prier, C. K., Rankic, D. A. & MacMillan, D. W. C. Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis. Chem. Rev. 113, 5322-5363 (2013).
    • (2013) Chem. Rev. , vol.113 , pp. 5322-5363
    • Prier, C.K.1    Rankic, D.A.2    MacMillan, D.W.C.3
  • 10
    • 84896707663 scopus 로고    scopus 로고
    • Solarsynthesis: Prospects in visible light photocatalysis
    • Schultz, D. M. & Yoon, T. P. Solarsynthesis: prospects in visible light photocatalysis. Science 343, 1239176 (2014).
    • (2014) Science , vol.343 , pp. 1239176
    • Schultz, D.M.1    Yoon, T.P.2
  • 11
    • 53349122064 scopus 로고    scopus 로고
    • Merging photoredox catalysis with organocatalysis: The direct asymmetric alkylation of aldehydes
    • Nicewicz, D. A. & MacMillan, D. W. C. Merging photoredox catalysis with organocatalysis: the direct asymmetric alkylation of aldehydes. Science 322, 77-80 (2008).
    • (2008) Science , vol.322 , pp. 77-80
    • Nicewicz, D.A.1    MacMillan, D.W.C.2
  • 12
    • 68249144236 scopus 로고    scopus 로고
    • Enantioselective α-trifluoromethylation of aldehydes via photoredox organocatalysis
    • Nagib, D. A., Scott, M. E. & MacMillan, D. W. C. Enantioselective α-trifluoromethylation of aldehydes via photoredox organocatalysis. J. Am. Chem. Soc. 131, 10875-10877 (2009).
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 10875-10877
    • Nagib, D.A.1    Scott, M.E.2    MacMillan, D.W.C.3
  • 13
    • 84875546445 scopus 로고    scopus 로고
    • Photoredox activation for the direct β-arylation of ketones and aldehydes
    • Pirnot, M. T., Rankic, D. A., Martin, D. B. C. & MacMillan, D. W. C. Photoredox activation for the direct β-arylation of ketones and aldehydes. Science 339, 1593-1596 (2013).
    • (2013) Science , vol.339 , pp. 1593-1596
    • Pirnot, M.T.1    Rankic, D.A.2    Martin, D.B.C.3    MacMillan, D.W.C.4
  • 14
    • 84892765206 scopus 로고    scopus 로고
    • A general strategy for organocatalytic activation of C-H bonds via photoredox catalysis: Direct arylation of benzylic ethers
    • Qvortrup, K., Rankic, D. A. & MacMillan, D. W. C. A general strategy for organocatalytic activation of C-H bonds via photoredox catalysis: direct arylation of benzylic ethers. J. Am. Chem. Soc. 136, 626-629 (2014).
    • (2014) J. Am. Chem. Soc. , vol.136 , pp. 626-629
    • Qvortrup, K.1    Rankic, D.A.2    MacMillan, D.W.C.3
  • 17
    • 0033748948 scopus 로고    scopus 로고
    • Magnetic field effects on chemical reactions of biradical ion pairs in homogeneous fluid solvents
    • Mori, Y., Sakaguchi, Y. & Hayashi, H. Magnetic field effects on chemical reactions of biradical ion pairs in homogeneous fluid solvents. J. Phys. Chem. A 104, 4896-4905 (2000).
    • (2000) J. Phys. Chem. A , vol.104 , pp. 4896-4905
    • Mori, Y.1    Sakaguchi, Y.2    Hayashi, H.3
  • 18
    • 84898747623 scopus 로고    scopus 로고
    • Organocatalyzed anodic oxidation of aldehydes to thioesters
    • Ogawa, K. A. & Boydston, A. J. Organocatalyzed anodic oxidation of aldehydes to thioesters. Org. Lett. 16, 1928-1931 (2014).
    • (2014) Org. Lett. , vol.16 , pp. 1928-1931
    • Ogawa, K.A.1    Boydston, A.J.2
  • 19
    • 0000444748 scopus 로고
    • Equilibrium deuterium isotope effects on the ionization of thiol acids
    • Jencks, W. P. & Salvesen, K. Equilibrium deuterium isotope effects on the ionization of thiol acids. J. Am. Chem. Soc. 93, 4433-4436 (1971).
    • (1971) J. Am. Chem. Soc. , vol.93 , pp. 4433-4436
    • Jencks, W.P.1    Salvesen, K.2
  • 20
    • 63749090012 scopus 로고    scopus 로고
    • Rate constants and transition-state geometry of reactions of alkyl, alkoxyl, and peroxyl radicals with thiols
    • Denisov, E., Chatgilialoglu, C., Shestakov, A. & Denisova, T. Rate constants and transition-state geometry of reactions of alkyl, alkoxyl, and peroxyl radicals with thiols. Int. J. Chem. Kinet. 41, 284-293 (2009).
    • (2009) Int. J. Chem. Kinet. , vol.41 , pp. 284-293
    • Denisov, E.1    Chatgilialoglu, C.2    Shestakov, A.3    Denisova, T.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.