메뉴 건너뛰기




Volumn 33, Issue 11, 2016, Pages 1248-1254

Applications of visible light photoredox catalysis to the synthesis of natural products and related compounds

Author keywords

[No Author keywords available]

Indexed keywords

BIOLOGICAL PRODUCT;

EID: 84994030085     PISSN: 02650568     EISSN: 14604752     Source Type: Journal    
DOI: 10.1039/c6np00070c     Document Type: Review
Times cited : (121)

References (39)
  • 1
    • 79958015012 scopus 로고    scopus 로고
    • Role of natural product diversity in chemical biology
    • J. Hong Role of natural product diversity in chemical biology Curr. Opin. Chem. Biol. 2011 15 350 354
    • (2011) Curr. Opin. Chem. Biol. , vol.15 , pp. 350-354
    • Hong, J.1
  • 2
    • 67650436176 scopus 로고    scopus 로고
    • Drug discovery and natural products: End of an era or an endless frontier
    • J. W.-H. Li J. C. Vederas Drug discovery and natural products: end of an era or an endless frontier Science 2009 325 161 165
    • (2009) Science , vol.325 , pp. 161-165
    • Li, J.W.-H.1    Vederas, J.C.2
  • 5
    • 84896126144 scopus 로고    scopus 로고
    • Finding function and form
    • D. Trauner Finding function and form Nat. Prod. Rep. 2014 31 411 413
    • (2014) Nat. Prod. Rep. , vol.31 , pp. 411-413
    • Trauner, D.1
  • 6
    • 84880124916 scopus 로고    scopus 로고
    • Visible light photoredox catalysis with transition metal complexes: Applications in organic synthesis
    • C. K. Prier D. A. Rankic D. W. C. MacMillan Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis Chem. Rev. 2013 113 5322 5363
    • (2013) Chem. Rev. , vol.113 , pp. 5322-5363
    • Prier, C.K.1    Rankic, D.A.2    Macmillan, D.W.C.3
  • 7
  • 8
    • 84896707663 scopus 로고    scopus 로고
    • Solar synthesis: Prospects in visible light photocatalysis
    • D. M. Schultz T. P. Yoon Solar synthesis: prospects in visible light photocatalysis Science 2014 343 1239176
    • (2014) Science , vol.343 , pp. 1239176
    • Schultz, D.M.1    Yoon, T.P.2
  • 9
    • 84923797744 scopus 로고    scopus 로고
    • Visible-light photoredox catalysis in natural products synthesis
    • F. Tan W. Xiao Visible-light photoredox catalysis in natural products synthesis Acta Chim. Sin. 2015 73 85 89
    • (2015) Acta Chim. Sin. , vol.73 , pp. 85-89
    • Tan, F.1    Xiao, W.2
  • 10
    • 84987962236 scopus 로고    scopus 로고
    • Photochemical approaches to complex chemotypes: Applications in natural products synthesis
    • M. D. Kärkäs J. A. Porco Jr C. R. J. Stephenson Photochemical approaches to complex chemotypes: applications in natural products synthesis Chem. Rev. 2016 116 10.1021/acs.chemrev.5b00760
    • (2016) Chem. Rev. , vol.116
    • Kärkäs, M.D.1    Porco, J.A.2    Stephenson, C.R.J.3
  • 11
    • 84955172566 scopus 로고    scopus 로고
    • Catalysis in radical reactions: A radical chemistry perspective
    • A. Studer D. P. Curran Catalysis in radical reactions: a radical chemistry perspective Angew. Chem., Int. Ed. 2016 55 58 102
    • (2016) Angew. Chem., Int. Ed. , vol.55 , pp. 58-102
    • Studer, A.1    Curran, D.P.2
  • 12
    • 67649625293 scopus 로고    scopus 로고
    • Electron-transfer photoredox catalysis: Development of a tin-free reductive dehalogenation reaction
    • J. M. R. Narayanam J. W. Tucker C. R. J. Stephenson Electron-transfer photoredox catalysis: development of a tin-free reductive dehalogenation reaction J. Am. Chem. Soc. 2009 131 8756 8757
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 8756-8757
    • Narayanam, J.M.R.1    Tucker, J.W.2    Stephenson, C.R.J.3
  • 13
    • 80053464748 scopus 로고    scopus 로고
    • Total synthesis of (+)-gliocladin C enabled by visible-light photoredox catalysis
    • L. Furst J. M. R. Narayanam C. R. J. Stephenson Total synthesis of (+)-gliocladin C enabled by visible-light photoredox catalysis Angew. Chem., Int. Ed. 2011 50 9655 9659
    • (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 9655-9659
    • Furst, L.1    Narayanam, J.M.R.2    Stephenson, C.R.J.3
  • 14
    • 84882946330 scopus 로고    scopus 로고
    • Total synthesis of indotertine A and drimentines A, F, and G
    • Y. Sun R. Li W. Zhang A. Li Total synthesis of indotertine A and drimentines A, F, and G Angew. Chem., Int. Ed. 2013 52 9201 9204
    • (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 9201-9204
    • Sun, Y.1    Li, R.2    Zhang, W.3    Li, A.4
  • 16
    • 81255127888 scopus 로고    scopus 로고
    • Cobalt-catalysed coupling of alkyl iodides with alkenes: Deprotonation of hydridocobalt enables turnover
    • M. E. Weiss L. M. Kreis A. Lauber E. M. Carreira Cobalt-catalysed coupling of alkyl iodides with alkenes: deprotonation of hydridocobalt enables turnover Angew. Chem., Int. Ed. 2011 50 11125 11128
    • (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 11125-11128
    • Weiss, M.E.1    Kreis, L.M.2    Lauber, A.3    Carreira, E.M.4
  • 17
  • 18
    • 84866423985 scopus 로고    scopus 로고
    • A concise synthesis of (-)-aplyviolene facilitated by a strategic tertiary radical conjugate addition
    • M. J. Schnermann L. E. Overman A concise synthesis of (-)-aplyviolene facilitated by a strategic tertiary radical conjugate addition Angew. Chem., Int. Ed. 2012 51 9576 9580
    • (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 9576-9580
    • Schnermann, M.J.1    Overman, L.E.2
  • 19
    • 80054736173 scopus 로고    scopus 로고
    • Enantioselective total synthesis of aplyviolene
    • M. J. Schnermann L. E. Overman Enantioselective total synthesis of aplyviolene J. Am. Chem. Soc. 2011 133 16425 16427
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 16425-16427
    • Schnermann, M.J.1    Overman, L.E.2
  • 20
    • 79251579273 scopus 로고    scopus 로고
    • Photochemical reactions as key steps in natural product synthesis
    • T. Bach J. P. Hehn Photochemical reactions as key steps in natural product synthesis Angew. Chem., Int. Ed. 2011 50 1000 1045
    • (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 1000-1045
    • Bach, T.1    Hehn, J.P.2
  • 21
    • 0030796779 scopus 로고    scopus 로고
    • Designing photosystems for harvesting photons into electrons by sequential electron-transfer processes: Reversing the reactivity profiles of α,β-unsaturated ketones as carbon radical precursor by one electron reductive β-activation
    • G. Pandey S. Hajra M. K. Ghorai K. R. Kumar Designing photosystems for harvesting photons into electrons by sequential electron-transfer processes: reversing the reactivity profiles of α,β-unsaturated ketones as carbon radical precursor by one electron reductive β-activation J. Am. Chem. Soc. 1997 119 8777 8787
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 8777-8787
    • Pandey, G.1    Hajra, S.2    Ghorai, M.K.3    Kumar, K.R.4
  • 22
    • 82555175889 scopus 로고    scopus 로고
    • Radical cation Diels-Alder cycloadditions by visible light photocatalysis
    • S. Lin M. A. Ischay C. G. Fry T. P. Yoon Radical cation Diels-Alder cycloadditions by visible light photocatalysis J. Am. Chem. Soc. 2011 133 19350 19353
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 19350-19353
    • Lin, S.1    Ischay, M.A.2    Fry, C.G.3    Yoon, T.P.4
  • 23
    • 84867095977 scopus 로고    scopus 로고
    • Visible Light Photocatalysis of [2 + 2] Styrene Cycloadditions by Energy Transfer
    • Z. Lu T. P. Yoon Visible Light Photocatalysis of [2 + 2] Styrene Cycloadditions by Energy Transfer Angew. Chem., Int. Ed. 2012 51 10329 10332
    • (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 10329-10332
    • Lu, Z.1    Yoon, T.P.2
  • 25
    • 84877783634 scopus 로고    scopus 로고
    • Synthesis of cyclobutane lignans via an organic single electron oxidant-electron relay system
    • M. Riener D. A. Nicewicz Synthesis of cyclobutane lignans via an organic single electron oxidant-electron relay system Chem. Sci. 2013 4 2625 2629
    • (2013) Chem. Sci. , vol.4 , pp. 2625-2629
    • Riener, M.1    Nicewicz, D.A.2
  • 27
    • 84890224125 scopus 로고    scopus 로고
    • When C-H bond functionalization meets visible-light photoredox catalysis
    • J. Xie H. Jin P. Xu C. Zhu When C-H bond functionalization meets visible-light photoredox catalysis Tetrahedron Lett. 2014 55 36 48
    • (2014) Tetrahedron Lett. , vol.55 , pp. 36-48
    • Xie, J.1    Jin, H.2    Xu, P.3    Zhu, C.4
  • 28
    • 84899936504 scopus 로고    scopus 로고
    • Late-stage functionalisation of biologically active heterocycles through photoredox catalysis
    • D. A. DiRocco K. Dykstra S. Krska P. Vachal D. V. Conway M. Tudge Late-stage functionalisation of biologically active heterocycles through photoredox catalysis Angew. Chem., Int. Ed. 2014 53 4802 4806
    • (2014) Angew. Chem., Int. Ed. , vol.53 , pp. 4802-4806
    • Dirocco, D.A.1    Dykstra, K.2    Krska, S.3    Vachal, P.4    Conway, D.V.5    Tudge, M.6
  • 29
    • 82455206185 scopus 로고    scopus 로고
    • Minisci reactions: Versatile CH-functionalizations for medicinal chemists
    • M. A. J. Duncton Minisci reactions: versatile CH-functionalizations for medicinal chemists Med. Chem. Commun. 2011 2 1135 1161
    • (2011) Med. Chem. Commun. , vol.2 , pp. 1135-1161
    • Duncton, M.A.J.1
  • 30
  • 31
    • 84909988531 scopus 로고    scopus 로고
    • Total synthesis of menisporphine and daurioxoisoporphine C enabled by photoredox-catalysed direct C-H arylation of isoquinoline with aryldiazonium salt
    • J. Zhang J. Chen X. Zhang X. Lei Total synthesis of menisporphine and daurioxoisoporphine C enabled by photoredox-catalysed direct C-H arylation of isoquinoline with aryldiazonium salt J. Org. Chem. 2014 79 10682 10688
    • (2014) J. Org. Chem. , vol.79 , pp. 10682-10688
    • Zhang, J.1    Chen, J.2    Zhang, X.3    Lei, X.4
  • 32
    • 84904907140 scopus 로고    scopus 로고
    • Synthesis of (-)-pseudotabersonine, (-)-pseudovincadifformine, and (+)-coronaridine enabled by photoredox catalysis in flow
    • J. W. Beatty C. R. J. Stephenson Synthesis of (-)-pseudotabersonine, (-)-pseudovincadifformine, and (+)-coronaridine enabled by photoredox catalysis in flow J. Am. Chem. Soc. 2014 136 10270 10273
    • (2014) J. Am. Chem. Soc. , vol.136 , pp. 10270-10273
    • Beatty, J.W.1    Stephenson, C.R.J.2
  • 33
    • 84884533057 scopus 로고    scopus 로고
    • Biomimetic synthesis of equisetin and (+)-fusarisetin A
    • J. Yin L. Kong C. Wang Y. Shi S. Cai S. Gao Biomimetic synthesis of equisetin and (+)-fusarisetin A Chem.-Eur. J. 2013 19 13040 13046
    • (2013) Chem.-Eur. J. , vol.19 , pp. 13040-13046
    • Yin, J.1    Kong, L.2    Wang, C.3    Shi, Y.4    Cai, S.5    Gao, S.6
  • 34
    • 84864403252 scopus 로고    scopus 로고
    • Asymmetric synthesis and biosynthetic implications of (+)-fusarisetin A
    • J. Yin C. Wang L. Kong S. Cai S. Gao Asymmetric synthesis and biosynthetic implications of (+)-fusarisetin A Angew. Chem., Int. Ed. 2012 51 7786 7789
    • (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 7786-7789
    • Yin, J.1    Wang, C.2    Kong, L.3    Cai, S.4    Gao, S.5
  • 35
    • 84890551059 scopus 로고    scopus 로고
    • Total synthesis of (+)-fusarisetin A: A biomimetic approach
    • J. Yin S. Gao Total synthesis of (+)-fusarisetin A: a biomimetic approach Synlett 2014 25 1 7
    • (2014) Synlett , vol.25 , pp. 1-7
    • Yin, J.1    Gao, S.2
  • 36
    • 84924857715 scopus 로고    scopus 로고
    • Visible-light-promoted iminyl-radical formation from acyl oximes: A unified approach to pyridines, quinolines, and phenanthridines
    • H. Jiang X. An K. Tong T. Zheng Y. Zhang S. Yu Visible-light-promoted iminyl-radical formation from acyl oximes: a unified approach to pyridines, quinolines, and phenanthridines Angew. Chem., Int. Ed. 2015 54 4055 4059
    • (2015) Angew. Chem., Int. Ed. , vol.54 , pp. 4055-4059
    • Jiang, H.1    An, X.2    Tong, K.3    Zheng, T.4    Zhang, Y.5    Yu, S.6
  • 37
    • 84930943803 scopus 로고    scopus 로고
    • Visible-light-promoted and one-pot synthesis of phenanthridines and quinolines from aldehydes and O -acyl hydroxylamine
    • X.-D. An S. Yu Visible-light-promoted and one-pot synthesis of phenanthridines and quinolines from aldehydes and O -acyl hydroxylamine Org. Lett. 2015 17 2692 2695
    • (2015) Org. Lett. , vol.17 , pp. 2692-2695
    • An, X.-D.1    Yu, S.2
  • 38
    • 84966769910 scopus 로고    scopus 로고
    • Intramolecular 1,5-H transfer of aryl iodides through visible-light photoredox catalysis: A concise method for the synthesis of natural product scaffolds
    • J.-Q. Chen Y.-L. Wei G.-Q. Xu Y.-M. Liang P.-F. Xu Intramolecular 1,5-H transfer of aryl iodides through visible-light photoredox catalysis: a concise method for the synthesis of natural product scaffolds Chem. Commun. 2016 52 6455 6458
    • (2016) Chem. Commun. , vol.52 , pp. 6455-6458
    • Chen, J.-Q.1    Wei, Y.-L.2    Xu, G.-Q.3    Liang, Y.-M.4    Xu, P.-F.5
  • 39
    • 84952765206 scopus 로고    scopus 로고
    • Synthesis of (±)-tetrabenazine by visible light photoredox catalysis
    • L. R. Orgren E. E. Maverick C. C. Marvin Synthesis of (±)-tetrabenazine by visible light photoredox catalysis J. Org. Chem. 2015 80 12635 12640
    • (2015) J. Org. Chem. , vol.80 , pp. 12635-12640
    • Orgren, L.R.1    Maverick, E.E.2    Marvin, C.C.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.