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Volumn 5, Issue 24, 2007, Pages 3922-3931

Asymmetric synthesis of β-amino-γ-substituted-γ- butyrolactones: Double diastereoselective conjugate addition of homochiral lithium amides to homochiral α,β-unsaturated esters

(11) Cailleau, Thaïs a Cooke, Jason W B a Davies, Stephen G a Ling, Kenneth B a Naylor, Alan b Nicholson, Rebecca L a Price, Paul D a Roberts, Paul M a Russell, Angela J a Smith, Andrew D a Thomson, James E a

a UNIVERSITY OF OXFORD (United Kingdom)

b GLAXOSMITHKLINE (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDES; CHIRALITY; CYCLIZATION; STEREOSELECTIVITY; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

BUTYROLACTONES; LITHIUM DIBENZYLAMIDE; STEREOCONTROL;

ESTERS;

EID: 36749051660 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b712937h Document Type: Article

Times cited : (47)

References (65)

1
- 24344501374
- For selected recent examples see:
- S. G. Davies A. D. Smith P. D. Price Tetrahedron: Asymmetry 2005 16 2833
- (2005) Tetrahedron: Asymmetry , vol.16 , pp. 2833
- Davies, S.G.¹ Smith, A.D.² Price, P.D.³

2
- 0034703287
- D. Ma H. Sun J. Org. Chem. 2000 65 6009
- (2000) J. Org. Chem. , vol.65 , pp. 6009
- Ma, D.¹ Sun, H.²

3
- 0035939529
- O. Germay N. Kumar E. J. Thomas Tetrahedron Lett. 2001 42 4969
- (2001) Tetrahedron Lett. , vol.42 , pp. 4969
- Germay, O.¹ Kumar, N.² Thomas, E.J.³

4
- 0036163143
- S. A. Sergeyev M. Hesse Helv. Chim. Acta 2002 85 161
- (2002) Helv. Chim. Acta , vol.85 , pp. 161
- Sergeyev, S.A.¹ Hesse, M.²

5
- 0037771392
- N. Ma D. Ma Tetrahedron: Asymmetry 2003 14 1403
- (2003) Tetrahedron: Asymmetry , vol.14 , pp. 1403
- Ma, N.¹ Ma, D.²

6
- 0037433830
- D. Ma N. Ma Tetrahedron Lett. 2003 44 3963
- (2003) Tetrahedron Lett. , vol.44 , pp. 3963
- Ma, D.¹ Ma, N.²

7
- 2942644316
- S. G. Davies D. G. Hughes R. L. Nicholson A. D. Smith A. J. Wright Org. Biomol. Chem. 2004 2 1549
- (2004) Org. Biomol. Chem. , vol.2 , pp. 1549
- Davies, S.G.¹ Hughes, D.G.² Nicholson, R.L.³ Smith, A.D.⁴ Wright, A.J.⁵

8
- 4744346531
- S. G. Davies J. R. Haggitt O. Ichihara R. J. Kelly M. A. Leech A. J. Price Mortimer P. M. Roberts A. D. Smith Org. Biomol. Chem. 2004 2 2630
- (2004) Org. Biomol. Chem. , vol.2 , pp. 2630
- Davies, S.G.¹ Haggitt, J.R.² Ichihara, O.³ Kelly, R.J.⁴ Leech, M.A.⁵ Price, J.M.A.⁶ Roberts, P.M.⁷ Smith, A.D.⁸

9
- 10244276962
- S. G. Davies M. E. Bunnage R. M. Parkin P. M. Roberts A. D. Smith J. M. Withey Org. Biomol. Chem. 2004 2 3337
- (2004) Org. Biomol. Chem. , vol.2 , pp. 3337
- Davies, S.G.¹ Bunnage, M.E.² Parkin, R.M.³ Roberts, P.M.⁴ Smith, A.D.⁵ Withey, J.M.⁶

10
- 10244245071
- S. G. Davies A. C. Garner M. J. C. Long A. D. Smith M. J. Sweet J. M. Withey Org. Biomol. Chem. 2004 2 3355
- (2004) Org. Biomol. Chem. , vol.2 , pp. 3355
- Davies, S.G.¹ Garner, A.C.² Long, M.J.C.³ Smith, A.D.⁴ Sweet, M.J.⁵ Withey, J.M.⁶

11
- 23844435716
- S. G. Davies A. C. Garner M. J. C. Long R. M. Morrison P. M. Roberts A. D. Smith M. J. Sweet J. M. Withey Org. Biorg. Chem. 2005 3 2762
- (2005) Org. Biorg. Chem. , vol.3 , pp. 2762
- Davies, S.G.¹ Garner, A.C.² Long, M.J.C.³ Morrison, R.M.⁴ Roberts, P.M.⁵ Smith, A.D.⁶ Sweet, M.J.⁷ Withey, J.M.⁸

12
- 34249022730
- For reviews see:
- E. Abraham J. W. B. Cooke S. G. Davies A. Naylor R. L. Nicholson P. D. Price A. D. Smith Tetrahedron 2007 63 5855
- (2007) Tetrahedron , vol.63 , pp. 5855
- Abraham, E.¹ Cooke, J.W.B.² Davies, S.G.³ Naylor, A.⁴ Nicholson, R.L.⁵ Price, P.D.⁶ Smith, A.D.⁷

13
- 0021775497
- S. Masamune W. Choy J. S. Petersen L. R. Sita Angew. Chem., Int. Ed. Engl. 1985 24 1
- (1985) Angew. Chem., Int. Ed. Engl. , vol.24 , pp. 1
- Masamune, S.¹ Choy, W.² Petersen, J.S.³ Sita, L.R.⁴

14
- 0041344683
- O. I. Kolodiazhnyi Tetrahedron 2003 59 5953
- (2003) Tetrahedron , vol.59 , pp. 5953
- Kolodiazhnyi, O.I.¹

15
- 0001325824
- N. Asao T. Shimada T. Sudo N. Tsukada K. Yazawa Y. S. Gyoung T. Uyehara Y. Yamamoto J. Org. Chem. 1997 62 6274
- (1997) J. Org. Chem. , vol.62 , pp. 6274
- Asao, N.¹ Shimada, T.² Sudo, T.³ Tsukada, N.⁴ Yazawa, K.⁵ Gyoung, Y.S.⁶ Uyehara, T.⁷ Yamamoto, Y.⁸

16
- 0032538594
- N. Sewald K. D. Hiller M. Körner M. Findeisen J. Org. Chem. 1998 63 7263
- (1998) J. Org. Chem. , vol.63 , pp. 7263
- Sewald, N.¹ Hiller, K.D.² Körner, M.³ Findeisen, M.⁴

17
- 33845551361
- S. K. Massad L. D. Hawkins D. C. Baker J. Org. Chem. 1983 48 5180
- (1983) J. Org. Chem. , vol.48 , pp. 5180
- Massad, S.K.¹ Hawkins, L.D.² Baker, D.C.³

18
- 0025357897
- Y. Kobayashi Y. Takemoto Y. Ito S. Terashima Tetrahedron Lett. 1990 31 3031
- (1990) Tetrahedron Lett. , vol.31 , pp. 3031
- Kobayashi, Y.¹ Takemoto, Y.² Ito, Y.³ Terashima, S.⁴

19
- 37049076394
- The ee of (R,E)-26 was assessed as >98% by ¹H NMR chiral shift studies with (R)-trifluoroanthrylethanol and comparison with an authentic racemic standard For a synthesis of the analogous ethyl ester see:
- T. Morikawa Y. Washio S. Harada R. Hanai T. Kayashita H. Nemoto M. Shiro T. Taguchi J. Chem. Soc., Perkin Trans. 1 1995 271
- (1995) J. Chem. Soc., Perkin Trans. 1 , pp. 271
- Morikawa, T.¹ Washio, Y.² Harada, S.³ Hanai, R.⁴ Kayashita, T.⁵ Nemoto, H.⁶ Shiro, M.⁷ Taguchi, T.⁸

20
- 0001501275
- R. Annunziata M. Cinquini F. Cozzi G. Dondio L. Raimondi Tetrahedron 1987 43 2369
- (1987) Tetrahedron , vol.43 , pp. 2369
- Annunziata, R.¹ Cinquini, M.² Cozzi, F.³ Dondio, G.⁴ Raimondi, L.⁵

21
- 84912896543
- J. Sakaki M. Suzuki S. Kobayashi M. Sato C. Kaneko Chem. Lett. 1990 901
- (1990) Chem. Lett. , pp. 901
- Sakaki, J.¹ Suzuki, M.² Kobayashi, S.³ Sato, M.⁴ Kaneko, C.⁵

22
- 28844436100
- A. Horeau Tetrahedron 1977 31 1307
- (1977) Tetrahedron , vol.31 , pp. 1307
- Horeau, A.¹

23
- 0001654882
- J. F. Costello S. G. Davies O. Ichihara Tetrahedron: Asymmetry 1994 5 3919
- (1994) Tetrahedron: Asymmetry , vol.5 , pp. 3919
- Costello, J.F.¹ Davies, S.G.² Ichihara, O.³

24
- 33746456336
- For examples of conjugate addition of lithium amides to acyclic γ-alkoxy-α,β-unsaturated esters see:
- S. G. Davies N. M. Garrido D. Kruchinin O. Ichihara L. J. Kotchie P. D. Price A. J. Price Mortimer A. J. Russell A. D. Smith Tetrahedron: Asymmetry 2006 17 1793
- (2006) Tetrahedron: Asymmetry , vol.17 , pp. 1793
- Davies, S.G.¹ Garrido, N.M.² Kruchinin, D.³ Ichihara, O.⁴ Kotchie, L.J.⁵ Price, P.D.⁶ Price, J.M.A.⁷ Russell, A.J.⁸ Smith, A.D.⁹

25
- 0032538594
- N. Sewald K. D. Hiller M. Korner M. Findeisen J. Org. Chem. 1998 63 7263
- (1998) J. Org. Chem. , vol.63 , pp. 7263
- Sewald, N.¹ Hiller, K.D.² Korner, M.³ Findeisen, M.⁴

26
- 4544341089
- B. La Ferla P. Bugada L. Cipolla F. Peri F. Nicotra Eur. J. Org. Chem. 2004 2451
- (2004) Eur. J. Org. Chem. , pp. 2451
- La Ferla, B.¹ Bugada, P.² Cipolla, L.³ Peri, F.⁴ Nicotra, F.⁵

27
- 0037054322
- A. C. Pinto C. B. L. Freitas A. G. Dias V. L. P. Pereira B. Tinant J.-P. Declercqd P. R. R. Costa Tetrahedron: Asymmetry 2002 13 1025
- (2002) Tetrahedron: Asymmetry , vol.13 , pp. 1025
- Pinto, A.C.¹ Freitas, C.B.L.² Dias, A.G.³ Pereira, V.L.P.⁴ Tinant, B.⁵ Declercqd, J.-P.⁶ Costa, P.R.R.⁷

28
- 0001562620
- Y. Yamamoto Y. Chounan S. Nishii T. Ibuka H. Kitahara J. Am. Chem. Soc. 1992 114 7652
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 7652
- Yamamoto, Y.¹ Chounan, Y.² Nishii, S.³ Ibuka, T.⁴ Kitahara, H.⁵

29
- 0030724134
- S. Hanessian W. Wang Y. Gai E. Olivier J. Am. Chem. Soc. 1997 119 10034
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 10034
- Hanessian, S.¹ Wang, W.² Gai, Y.³ Olivier, E.⁴

30
- 0035944447
- S. Hanessian J. Ma W. Wang Y. Gai J. Am. Chem. Soc. 2001 123 10200
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 10200
- Hanessian, S.¹ Ma, J.² Wang, W.³ Gai, Y.⁴

31
- 1642326582
- O. N. Nadein A. Kornienko Org. Lett. 2004 6 831
- (2004) Org. Lett. , vol.6 , pp. 831
- Nadein, O.N.¹ Kornienko, A.²

32
- 19544379136
- M. Manpadi A. Kornienko Tetrahedron Lett. 2005 46 4433
- (2005) Tetrahedron Lett. , vol.46 , pp. 4433
- Manpadi, M.¹ Kornienko, A.²

33
- 33746375067
- A. S. Kireev O. N. Nadein V. J. Agustin N. E. Bush A. Evidente M. Manpadi M. A. Ogasawara S. K. Rastogi S. Rogelj S. T. Shors A. Kornienko J. Org. Chem. 2006 71 5694
- (2006) J. Org. Chem. , vol.71 , pp. 5694
- Kireev, A.S.¹ Nadein, O.N.² Agustin, V.J.³ Bush, N.E.⁴ Evidente, A.⁵ Manpadi, M.⁶ Ogasawara, M.A.⁷ Rastogi, S.K.⁸ Rogelj, S.⁹ Shors, S.T.¹⁰ Kornienko, A.¹¹

34
- 33846009806
- S. Hanessian G. J. Reddy N. Chahal Org. Lett. 2006 8 5477
- (2006) Org. Lett. , vol.8 , pp. 5477
- Hanessian, S.¹ Reddy, G.J.² Chahal, N.³

35
- 0002903462
- K. Horita S. Hachiya K. Ogihara Y. Yoshida M. Nagasawa O. Yonemitsu Heterocycles 1996 42 99
- (1996) Heterocycles , vol.42 , pp. 99
- Horita, K.¹ Hachiya, S.² Ogihara, K.³ Yoshida, Y.⁴ Nagasawa, M.⁵ Yonemitsu, O.⁶

36
- 0030914114
- S. Amigoni J. Schulz L. Martin Y. Le Floc'h Tetrahedron: Asymmetry 1997 8 1515
- (1997) Tetrahedron: Asymmetry , vol.8 , pp. 1515
- Amigoni, S.¹ Schulz, J.² Martin, L.³ Le Floc'H, Y.⁴

37
- 0030735265
- J. Raczko Tetrahedron: Asymmetry 1997 8 3821
- (1997) Tetrahedron: Asymmetry , vol.8 , pp. 3821
- Raczko, J.¹

38
- 0032805122
- A. Dondoni A. Marra A. Boscarato Chem.-Eur. J. 1999 5 3562
- (1999) Chem.-Eur. J. , vol.5 , pp. 3562
- Dondoni, A.¹ Marra, A.² Boscarato, A.³

39
- 0037078418
- L. Miesch C. Gateau F. Morin M. Franck-Neumann Tetrahedron Lett. 2002 43 7635
- (2002) Tetrahedron Lett. , vol.43 , pp. 7635
- Miesch, L.¹ Gateau, C.² Morin, F.³ Franck-Neumann, M.⁴

40
- 0037164673
- S. Nakamura J. Inagaki T. Sugimoto Y. Ura S. Hashimoto Tetrahedron 2002 58 10375
- (2002) Tetrahedron , vol.58 , pp. 10375
- Nakamura, S.¹ Inagaki, J.² Sugimoto, T.³ Ura, Y.⁴ Hashimoto, S.⁵

41
- 0345358427
- J. Raczko Tetrahedron 2003 59 10181
- (2003) Tetrahedron , vol.59 , pp. 10181
- Raczko, J.¹

42
- 49949128203
- M. Chérest H. Felkin N. Prudent Tetrahedron Lett. 1968 18 2199
- (1968) Tetrahedron Lett. , vol.18 , pp. 2199
- Chérest, M.¹ Felkin, H.² Prudent, N.³

43
- 0002451214
- N. T. Anh O. Eisenstein Nouv. J. Chim. 1977 1 61
- (1977) Nouv. J. Chim. , vol.1 , pp. 61
- Anh, N.T.¹ Eisenstein, O.²

44
- 0023043811
- For a discussion of the selectivity observed upon conjugate addition of organocopper reagents to γ-alkoxy-α,β-unsaturated esters see:
- K. N. Houk M. N. Paddon-Row N. G. Rondan Y.-D. Wu F. K. Brown D. C. Spellmeyer J. T. Metz Y. Li R. J. Loncharich Science 1986 231 1108
- (1986) Science , vol.231 , pp. 1108
- Houk, K.N.¹ Paddon-Row, M.N.² Rondan, N.G.³ Wu, Y.-D.⁴ Brown, F.K.⁵ Spellmeyer, D.C.⁶ Metz, J.T.⁷ Li, Y.⁸ Loncharich, R.J.⁹

45
- 33645523429
- A. S. Kireev M. Manpadi A. Kornienko J. Org. Chem. 2006 71 2630
- (2006) J. Org. Chem. , vol.71 , pp. 2630
- Kireev, A.S.¹ Manpadi, M.² Kornienko, A.³

46
- 0025347453
- S. Shambayati J. F. Blake S. G. Wierscke W. L. Jørgensen S. L. Screiber J. Am. Chem. Soc. 1990 112 697
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 697
- Shambayati, S.¹ Blake, J.F.² Wierscke, S.G.³ Jørgensen, W.L.⁴ Screiber, S.L.⁵

47
- 0000195079
- X. Chen E. Hortelano E. L. Eliel J. Am. Chem. Soc. 1990 112 6130
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 6130
- Chen, X.¹ Hortelano, E.² Eliel, E.L.³

48
- 84943009986
- note
- An analogous argument was proposed by Yamamoto to explain the selectivity observed upon conjugate addition of lithium N-benzyl-N-trimethylsilylamide 6 and lithium dibenzylamide 12 to a range of mandelate- and lactate-derived α,β-unsaturated esters; see reference 6 within.

49
- 37049071174
- S. G. Davies I. A. S. Walters J. Chem. Soc., Perkin Trans. 1 1994 1129
- (1994) J. Chem. Soc., Perkin Trans. 1 , pp. 1129
- Davies, S.G.¹ Walters, I.A.S.²

50
- 0001302486
- H. E. Zimmerman Acc. Chem. Res. 1987 20 263
- (1987) Acc. Chem. Res. , vol.20 , pp. 263
- Zimmerman, H.E.¹

51
- 0031024779
- J. E. Mohrig R. E. Rosenberg J. W. Apostol M. Bastienaansen J. W. Evans S. J. Franklin C. D. Frisbie S. S. Fu M. L. Hamm C. B. Hirose D. A. Hunstad T. L. James R. W. King C. J. Larson H. A. Latham D. A. Owen K. A. Stein R. Warnet J. Am. Chem. Soc. 1997 119 479
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 479
- Mohrig, J.E.¹ Rosenberg, R.E.² Apostol, J.W.³ Bastienaansen, M.⁴ Evans, J.W.⁵ Franklin, S.J.⁶ Frisbie, C.D.⁷ Fu, S.S.⁸ Hamm, M.L.⁹ Hirose, C.B.¹⁰ Hunstad, D.A.¹¹ James, T.L.¹² King, R.W.¹³ Larson, C.J.¹⁴ Latham, H.A.¹⁵ Owen, D.A.¹⁶ Stein, K.A.¹⁷ Warnet, R.¹⁸

52
- 0033548136
- L. Banfi G. Guanti Tetrahedron: Asymmetry 1999 10 439
- (1999) Tetrahedron: Asymmetry , vol.10 , pp. 439
- Banfi, L.¹ Guanti, G.²

53
- 0035900461
- The relative 3,4-anti-configuration of 39 determined from the X-ray crystal structure also allows the assigned relative 3,4-anti-configuration within β-amino ester 31 to be unambiguously confirmed It seems likely that epimerisation of the lactone rather than the ester is taking place as lactones are know to be relatively acidic; for selected examples see:
- H. M. L. Davies L. M. Hodges T. M. Gregg J. Org. Chem. 2001 66 7898
- (2001) J. Org. Chem. , vol.66 , pp. 7898
- Davies, H.M.L.¹ Hodges, L.M.² Gregg, T.M.³

54
- 84985502046
- J. M. Brown R. L. Elliott C. G. Griggs G. Helmchen G. Nill Angew. Chem., Int. Ed. Engl. 1981 20 890
- (1981) Angew. Chem., Int. Ed. Engl. , vol.20 , pp. 890
- Brown, J.M.¹ Elliott, R.L.² Griggs, C.G.³ Helmchen, G.⁴ Nill, G.⁵

55
- 84966111242
- G. Helmchen G. Nill D. Flockerzi M. S. K. Youssef Angew. Chem., Int. Ed. Engl. 1979 18 62
- (1979) Angew. Chem., Int. Ed. Engl. , vol.18 , pp. 62
- Helmchen, G.¹ Nill, G.² Flockerzi, D.³ Youssef, M.S.K.⁴

56
- 0000544007
- A. I. Meyers Y. Yamamoto E. D. Mihelich R. A. Bell J. Org. Chem. 1980 45 2792
- (1980) J. Org. Chem. , vol.45 , pp. 2792
- Meyers, A.I.¹ Yamamoto, Y.² Mihelich, E.D.³ Bell, R.A.⁴

57
- 0033786668
- D. Seebach A. Jacobi M. Rueping K. Gademann M. Ernst B. Jaun Helv. Chim. Acta 2000 83 2115
- (2000) Helv. Chim. Acta , vol.83 , pp. 2115
- Seebach, D.¹ Jacobi, A.² Rueping, M.³ Gademann, K.⁴ Ernst, M.⁵ Jaun, B.⁶

58
- 0021056504
- R. W. Kierstead A. Faraone F. Mennona J. Mullin R. W. Guthrie H. Crowley B. Simko L. C. Blabero J. Med. Chem. 1983 26 1561
- (1983) J. Med. Chem. , vol.26 , pp. 1561
- Kierstead, R.W.¹ Faraone, A.² Mennona, F.³ Mullin, J.⁴ Guthrie, R.W.⁵ Crowley, H.⁶ Simko, B.⁷ Blabero, L.C.⁸

59
- 84943510960
- Oxazolidinone 60 was prepared from glycine methyl ester hydrochloride according to the procedure of
- M. Daumas Y. Vo-Quang L. Vo-Quang F. Le Goffic Synthesis 1989 64
- (1989) Synthesis , pp. 64
- Daumas, M.¹ Vo-Quang, Y.² Vo-Quang, L.³ Le Goffic, F.⁴

60
- 0001327462
- S. D. Bull S. G. Davies S. Jones M. E. C. Polywka R. S. Prasad H. J. Sanganee Synlett 1998 519
- (1998) Synlett , pp. 519
- Bull, S.D.¹ Davies, S.G.² Jones, S.³ Polywka, M.E.C.⁴ Prasad, R.S.⁵ Sanganee, H.J.⁶

61
- 0002228430
- D. A. Evans J. R. Gage Org. Synth. 1990 68 83
- (1990) Org. Synth. , vol.68 , pp. 83
- Evans, D.A.¹ Gage, J.R.²

62
- 0000476716
- M. A. Blanchette W. Choy J. T. Davis A. P. Essenfeld S. Masamune W. R. Roush T. Saki Tetrahedron Lett. 1984 25 2183
- (1984) Tetrahedron Lett. , vol.25 , pp. 2183
- Blanchette, M.A.¹ Choy, W.² Davis, J.T.³ Essenfeld, A.P.⁴ Masamune, S.⁵ Roush, W.R.⁶ Saki, T.⁷

63
- 85008074931
- The relative anti configuration within 73 was confirmed by ¹H NMR NOESY analysis
- Y. Kita O. Tamura F. Itoh H. Kishino T. Miki M. Kohno Y. Tamura Chem. Pharm. Bull. 1989 37 2002
- (1989) Chem. Pharm. Bull. , vol.37 , pp. 2002
- Kita, Y.¹ Tamura, O.² Itoh, F.³ Kishino, H.⁴ Miki, T.⁵ Kohno, M.⁶ Tamura, Y.⁷

64
- 5244370033
- A. B. Pangborn M. A. Giardello R. H. Grubbs R. K. Rosen F. J. Timmers Organometallics 1996 15 1518
- (1996) Organometallics , vol.15 , pp. 1518
- Pangborn, A.B.¹ Giardello, M.A.² Grubbs, R.H.³ Rosen, R.K.⁴ Timmers, F.J.⁵

65
- 49149123176
- Chemical Crystallography Laboratory, University of Oxford, UK
- P. W. Betteridge, J. R. Carruthers, R. I. Cooper, C. K. Prout and D. J. Watkin, CRYSTALS, 2001, issue 11, Chemical Crystallography Laboratory, University of Oxford, UK
- CRYSTALS, 2001, Issue 11
- Betteridge, P.W.¹ Carruthers, J.R.² Cooper, R.I.³ Prout, C.K.⁴ Watkin, D.J.⁵

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