SCOPUS 정보 검색 플랫폼

Volumn 19, Issue 51, 2013, Pages 17589-17594

1,4 -S- to O-silyl migration: Multicomponent synthesis of α-thioketones through chemoselective transformation of esters to ketones with organolithium reagents

(4) Sun, Xianwei a Song, Zhenlei a,b Li, Hongze a Sun, Changzheng a

a SICHUAN UNIVERSITY (China)

b SICHUAN UNIVERSITY (China)

Author keywords

multicomponent reactions; nucleophilic addition; organolithium reagents; silyl migration; thioketones

Indexed keywords

MULTI-COMPONENT REACTIONS; NUCLEOPHILIC ADDITIONS; ORGANOLITHIUM REAGENT; SILYL-MIGRATION; THIOKETONES;

ADDITION REACTIONS; ESTERIFICATION; ESTERS; KETONES; MECHANICS; SULFUR COMPOUNDS;

ORGANOMETALLICS;

ESTER; KETONE; LITHIUM; ORGANOMETALLIC COMPOUND; OXYGEN; SILICON; SULFUR;

ARTICLE; CHEMISTRY; MULTICOMPONENT REACTIONS; NUCLEOPHILIC ADDITION; ORGANOLITHIUM REAGENTS; SILYL MIGRATION; SYNTHESIS; THIOKETONES;

MULTICOMPONENT REACTIONS; NUCLEOPHILIC ADDITION; ORGANOLITHIUM REAGENTS; SILYL MIGRATION; THIOKETONES;

ESTERS; KETONES; LITHIUM; ORGANOMETALLIC COMPOUNDS; OXYGEN; SILICON; SULFUR;

EID: 84890125402 PISSN: 09476539 EISSN: 15213765 Source Type: Journal
DOI: 10.1002/chem.201303459 Document Type: Article

Times cited : (8)

References (62)

1
- 0001170860
- (Eds.: Z. Rappoport, Y. Apeloig), Wiley, New York
- For a review, see:, M. Kira, T. Iwamoto, in The Chemistry of Organic Silicon Compounds, Vol. 3 (Eds.:, Z. Rappoport, Y. Apeloig,), Wiley, New York, 2001, pp. 853-948.
- (2001) The Chemistry of Organic Silicon Compounds , vol.3 , pp. 853-948
- Kira, M.¹ Iwamoto, T.²

2
- 0002237394
- A. G. Brook, Acc. Chem. Res. 1974, 7, 77-84
- (1974) Acc. Chem. Res. , vol.7 , pp. 77-84
- Brook, A.G.¹

3
- 0035835953
- W. H. Moser, Tetrahedron 2001, 57, 2065-2084
- (2001) Tetrahedron , vol.57 , pp. 2065-2084
- Moser, W.H.¹

4
- 2942637483
- A. B. Smith III, C. M. Adams, Acc. Chem. Res. 2004, 37, 365-377
- (2004) Acc. Chem. Res. , vol.37 , pp. 365-377
- Smith III, A.B.¹ Adams, C.M.²

5
- 33847038785
- E. Schaumann, A. Kirschning, Synlett 2007, 0177-0190; for selected recent advances, see
- (2007) Synlett , pp. 0177-0190
- Schaumann, E.¹ Kirschning, A.²

6
- 84255175559
- M. Hayashi, S. Nakamura, Angew. Chem. 2011, 123, 2297-2300
- (2011) Angew. Chem. , vol.123 , pp. 2297-2300
- Hayashi, M.¹ Nakamura, S.²

7
- 79952047534
- Angew. Chem. Int. Ed. 2011, 50, 2249-2252
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 2249-2252

8
- 79959403547
- H. Li, L. T. Liu, Z. T. Wang, F. Zhao, S. G. Zhang, W. X. Zhang, Z. F. Xi, Chem. Eur. J. 2011, 17, 7399-7403
- (2011) Chem. Eur. J. , vol.17 , pp. 7399-7403
- Li, H.¹ Liu, L.T.² Wang, Z.T.³ Zhao, F.⁴ Zhang, S.G.⁵ Zhang, W.X.⁶ Xi, Z.F.⁷

9
- 84890121378
- M. Sasaki, Y. Kondo, M. Kawahata, K. Yamaguchi, K. Takeda, Angew. Chem. 2011, 123, 6499-6502
- (2011) Angew. Chem. , vol.123 , pp. 6499-6502
- Sasaki, M.¹ Kondo, Y.² Kawahata, M.³ Yamaguchi, K.⁴ Takeda, K.⁵

10
- 79959872141
- Angew. Chem. Int. Ed. 2011, 50, 6375-6378
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 6375-6378

11
- 79955642388
- D. B. C. Martin, C. D. Vanderwal, Chem. Sci. 2011, 2, 649-651
- (2011) Chem. Sci. , vol.2 , pp. 649-651
- Martin, D.B.C.¹ Vanderwal, C.D.²

12
- 84866761630
- Y. Matsuya, A. Koiwai, D. Minato, K. Sugimoto, N. Toyooka, Tetrahedron Lett. 2012, 53, 5955-5957
- (2012) Tetrahedron Lett. , vol.53 , pp. 5955-5957
- Matsuya, Y.¹ Koiwai, A.² Minato, D.³ Sugimoto, K.⁴ Toyooka, N.⁵

13
- 84863229623
- A. B. Smith III, A. T. Hoye, D. Martinez-Solorio, W.-S. Kim, R. B. Tong, J. Am. Chem. Soc. 2012, 134, 4533-4536
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 4533-4536
- Smith III, A.B.¹ Hoye, A.T.² Martinez-Solorio, D.³ Kim, W.-S.⁴ Tong, R.B.⁵

14
- 84877107371
- B. Melillo, A. B. Smith III, Org. Lett. 2013, 15, 2282-2285
- (2013) Org. Lett. , vol.15 , pp. 2282-2285
- Melillo, B.¹ Smith III, A.B.²

15
- 84878222035
- Y. P. He, B. Ma, J. Yang, X. G. Xie, X. G. She, Tetrahedron 2013, 69, 5545-5549
- (2013) Tetrahedron , vol.69 , pp. 5545-5549
- He, Y.P.¹ Ma, B.² Yang, J.³ Xie, X.G.⁴ She, X.G.⁵

16
- 84863012183
- F. J. Robertson, J. Wu, J. Am. Chem. Soc. 2012, 134, 2775-2780
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 2775-2780
- Robertson, F.J.¹ Wu, J.²

17
- 84890121435
- F. Li, D. Calabrese, M. Brichacek, I. Lin, J. T. Njardarson, Angew. Chem. 2012, 124, 1974-1977
- (2012) Angew. Chem. , vol.124 , pp. 1974-1977
- Li, F.¹ Calabrese, D.² Brichacek, M.³ Lin, I.⁴ Njardarson, J.T.⁵

18
- 84856833473
- Angew. Chem. Int. Ed. 2012, 51, 1938-1941.
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 1938-1941

19
- 33847090277
- D. A. Evans, L. K. Truesdale, K. G. Grimm, S. L. Nesbitt, J. Am. Chem. Soc. 1977, 99, 5009-5017.
- (1977) J. Am. Chem. Soc. , vol.99 , pp. 5009-5017
- Evans, D.A.¹ Truesdale, L.K.² Grimm, K.G.³ Nesbitt, S.L.⁴

20
- 0012142756
- Y. Guindon, R. N. Young, R. Frenette, Synth. Commun. 1981, 11, 391-398
- (1981) Synth. Commun. , vol.11 , pp. 391-398
- Guindon, Y.¹ Young, R.N.² Frenette, R.³

21
- 0000303080
- D. N. Harpp, M. Kobayashi, Tetrahedron Lett. 1986, 27, 3975-3978
- (1986) Tetrahedron Lett. , vol.27 , pp. 3975-3978
- Harpp, D.N.¹ Kobayashi, M.²

22
- 0027212702
- J. Brittain, Y. Gareau, Tetrahedron Lett. 1993, 34, 3363-3369
- (1993) Tetrahedron Lett. , vol.34 , pp. 3363-3369
- Brittain, J.¹ Gareau, Y.²

23
- 0035851339
- Y. D. Cai, B. P. Roberts, Tetrahedron Lett. 2001, 42, 8235-8238.
- (2001) Tetrahedron Lett. , vol.42 , pp. 8235-8238
- Cai, Y.D.¹ Roberts, B.P.²

24
- 0034251445
- T. Kondo, T. Mitsudo, Chem. Rev. 2000, 100, 3205-3220
- (2000) Chem. Rev. , vol.100 , pp. 3205-3220
- Kondo, T.¹ Mitsudo, T.²

25
- 2942609172
- M. D. McReynolds, J. M. Dougherty, P. R. Hanson, Chem. Rev. 2004, 104, 2239-2258
- (2004) Chem. Rev. , vol.104 , pp. 2239-2258
- McReynolds, M.D.¹ Dougherty, J.M.² Hanson, P.R.³

26
- 49249089213
- E. Schaumann, Top. Curr. Chem. 2007, 274, 1-34
- (2007) Top. Curr. Chem. , vol.274 , pp. 1-34
- Schaumann, E.¹

27
- 77954600256
- (Ed.: A. Vigalok), Springer, Heidelberg
- P. Bichler, J. Love, in Topics of Organometallic Chemistry, Vol. 31 (Ed.:, A. Vigalok,), Springer, Heidelberg, 2010, pp. 39-64
- (2010) Topics of Organometallic Chemistry , vol.31 , pp. 39-64
- Bichler, P.¹ Love, J.²

28
- 79952644604
- I. P. Beletskaya, V. P. Ananikov, Chem. Rev. 2011, 111, 1596-1636
- (2011) Chem. Rev. , vol.111 , pp. 1596-1636
- Beletskaya, I.P.¹ Ananikov, V.P.²

29
- 84886640973
- R. Castarlenas, A. D. Giuseppe, J. J. Pérez-Torrente, L. A. Oro, Angew. Chem. 2013, 125, 223-234
- (2013) Angew. Chem. , vol.125 , pp. 223-234
- Castarlenas, R.¹ Giuseppe, A.D.² Pérez-Torrente, J.J.³ Oro, L.A.⁴

30
- 84871953472
- Angew. Chem. Int. Ed. 2013, 52, 211-222
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 211-222

31
- 84872711826
- L. Pan, X. H. Bi, Q. Liu, Chem. Soc. Rev. 2013, 42, 1251-1286
- (2013) Chem. Soc. Rev. , vol.42 , pp. 1251-1286
- Pan, L.¹ Bi, X.H.² Liu, Q.³

32
- 84890126011
- H. Liu, X. F. Jiang, Chem. Asian J. 2013, DOI:; for selected recent advances, see
- (2013) Chem. Asian J.
- Liu, H.¹ Jiang, X.F.²

33
- 84859609565
- S. N. Riduan, J. Y. Ying, Y. G. Zhang, Org. Lett. 2012, 14, 1780-1783
- (2012) Org. Lett. , vol.14 , pp. 1780-1783
- Riduan, S.N.¹ Ying, J.Y.² Zhang, Y.G.³

34
- 84868566088
- L. D. Tran, I. Popov, O. Daugulis, J. Am. Chem. Soc. 2012, 134, 18237-18240
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 18237-18240
- Tran, L.D.¹ Popov, I.² Daugulis, O.³

35
- 84890130158
- C. V. T. Vo, G. Mikutis, J. W. Bode, Angew. Chem. 2013, 125, 1749-1752
- (2013) Angew. Chem. , vol.125 , pp. 1749-1752
- Vo, C.V.T.¹ Mikutis, G.² Bode, J.W.³

36
- 84873337539
- Angew. Chem. Int. Ed. 2013, 52, 1705-1708
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 1705-1708

37
- 84890117158
- V. X. Truong, A. P. Dove, Angew. Chem. 2013, 125, 4226-4230
- (2013) Angew. Chem. , vol.125 , pp. 4226-4230
- Truong, V.X.¹ Dove, A.P.²

38
- 84875868108
- Angew. Chem. Int. Ed. 2013, 52, 4132-4136
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 4132-4136

39
- 84875190820
- K. Hirotaki, T. Hanamoto, Org. Lett. 2013, 15, 1226-1229
- (2013) Org. Lett. , vol.15 , pp. 1226-1229
- Hirotaki, K.¹ Hanamoto, T.²

40
- 84875796129
- H. Jiang, D. C. Cruz, Y. Li, V. H. Lauridsen, K. A. Jørgensen, J. Am. Chem. Soc. 2013, 135, 5200-5207
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 5200-5207
- Jiang, H.¹ Cruz, D.C.² Li, Y.³ Lauridsen, V.H.⁴ Jørgensen, K.A.⁵

41
- 84887018017
- F. L. Yang, S. K. Tian, Angew. Chem. 2013, 125, 5029-5032
- (2013) Angew. Chem. , vol.125 , pp. 5029-5032
- Yang, F.L.¹ Tian, S.K.²

42
- 84876520712
- Angew. Chem. Int. Ed. 2013, 52, 4929-4932
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 4929-4932

43
- 84879200069
- Z. J. Qiao, H. Liu, X. Xiao, Y. N. Fu, J. P. Wei, Y. X. Li, X. F. Jiang, Org. Lett. 2013, 15, 2594-2597.
- (2013) Org. Lett. , vol.15 , pp. 2594-2597
- Qiao, Z.J.¹ Liu, H.² Xiao, X.³ Fu, Y.N.⁴ Wei, J.P.⁵ Li, Y.X.⁶ Jiang, X.F.⁷

44
- 78449308502
- Z. L. Song, Z. Lei, L. Gao, X. Wu, L. J. Li, Org. Lett. 2010, 12, 5298-5301
- (2010) Org. Lett. , vol.12 , pp. 5298-5301
- Song, Z.L.¹ Lei, Z.² Gao, L.³ Wu, X.⁴ Li, L.J.⁵

45
- 79952590878
- Z. L. Song, L. Z. Kui, X. W. Sun, L. J. Li, Org. Lett. 2011, 13, 1440-1443
- (2011) Org. Lett. , vol.13 , pp. 1440-1443
- Song, Z.L.¹ Kui, L.Z.² Sun, X.W.³ Li, L.J.⁴

46
- 84855491667
- L. Gao, X. L. Lin, J. Lei, Z. L. Song, Z. Lin, Org. Lett. 2012, 14, 158-161
- (2012) Org. Lett. , vol.14 , pp. 158-161
- Gao, L.¹ Lin, X.L.² Lei, J.³ Song, Z.L.⁴ Lin, Z.⁵

47
- 84874595903
- L. J. Yan, X. W. Sun, Z. L. Song, H. Z. Li, Z. J. Liu, Org. Lett. 2013, 15, 1104-1107.
- (2013) Org. Lett. , vol.15 , pp. 1104-1107
- Yan, L.J.¹ Sun, X.W.² Song, Z.L.³ Li, H.Z.⁴ Liu, Z.J.⁵

48
- 33748828449
- T. F. McGrath, R. Levine, J. Am. Chem. Soc. 1955, 77, 3656-3658
- (1955) J. Am. Chem. Soc. , vol.77 , pp. 3656-3658
- McGrath, T.F.¹ Levine, R.²

49
- 33845282590
- X. Creary, J. Org. Chem. 1987, 52, 5026-5030
- (1987) J. Org. Chem. , vol.52 , pp. 5026-5030
- Creary, X.¹

50
- 0009640839
- J. C. de Souza-Barboza, C. Petrier, J.-L. Luche, J. Org. Chem. 1988, 53, 1212-1218.
- (1988) J. Org. Chem. , vol.53 , pp. 1212-1218
- De Souza-Barboza, J.C.¹ Petrier, C.² Luche, J.-L.³

51
- 0003909903
- Pergamon Press, New York
- B. J. Wakefield, The Chemistry of Organolithium Compounds, Pergamon Press, New York, 1974, p. 138.
- (1974) The Chemistry of Organolithium Compounds , pp. 138
- Wakefield, B.J.¹

52
- 33845375690
- M. P. Cooke Jr., J. Org. Chem. 1986, 51, 951-953.
- (1986) J. Org. Chem. , vol.51 , pp. 951-953
- Cooke Jr., M.P.¹

53
- 0016043729
- J. Black, G. Durant, J. Emmett, C. Ganellin, Nature 1974, 248, 65-67
- (1974) Nature , vol.248 , pp. 65-67
- Black, J.¹ Durant, G.² Emmett, J.³ Ganellin, C.⁴

54
- 0025030412
- H. Sumiyoshi, M. J. Wargovich, Cancer Res. 1990, 50, 5084-5087
- (1990) Cancer Res. , vol.50 , pp. 5084-5087
- Sumiyoshi, H.¹ Wargovich, M.J.²

55
- 0027218284
- P. A. Trail, D. Willner, S. J. Lasch, A. J. Henderson, S. Hofstead, A. M. Casazza, R. A. Firestone, I. Hellström, K. Hellström, Science 1993, 261, 212-215
- (1993) Science , vol.261 , pp. 212-215
- Trail, P.A.¹ Willner, D.² Lasch, S.J.³ Henderson, A.J.⁴ Hofstead, S.⁵ Casazza, A.M.⁶ Firestone, R.A.⁷ Hellström, I.⁸ Hellström, K.⁹

56
- 0032479522
- S. Miura, Y. Yoshimura, M. Endo, H. Machida, A. Matsuda, M. Tanaka, T. Sasaki, Cancer Lett. 1998, 129, 103-110.
- (1998) Cancer Lett. , vol.129 , pp. 103-110
- Miura, S.¹ Yoshimura, Y.² Endo, M.³ Machida, H.⁴ Matsuda, A.⁵ Tanaka, M.⁶ Sasaki, T.⁷

57
- 0001544568
- A. L. Schwan, D. Brillon, R. Dufault, Can. J. Chem. 1994, 72, 325-333.
- (1994) Can. J. Chem. , vol.72 , pp. 325-333
- Schwan, A.L.¹ Brillon, D.² Dufault, R.³

58
- 0001848142
- J. J. Eisch, M.-R. Tsai, J. Organomet. Chem. 1982, 225, 5-23
- (1982) J. Organomet. Chem. , vol.225 , pp. 5-23
- Eisch, J.J.¹ Tsai, M.-R.²

59
- 33751392256
- M. Lautens, P. H. M. Delanghe, J. B. Goh, C. H. Zhang, J. Org. Chem. 1992, 57, 3270-3272
- (1992) J. Org. Chem. , vol.57 , pp. 3270-3272
- Lautens, M.¹ Delanghe, P.H.M.² Goh, J.B.³ Zhang, C.H.⁴

60
- 0033575429
- B. M. Comanita, S. Woo, A. G. Fallis, Tetrahedron Lett. 1999, 40, 5283-5286.
- (1999) Tetrahedron Lett. , vol.40 , pp. 5283-5286
- Comanita, B.M.¹ Woo, S.² Fallis, A.G.³

61
- 33845325214
- A. Piergentili, W. Quaglia, M. Giannella, F. D. Bello, B. Bruni, M. Buccioni, A. Carrieric, S. Ciattinid, Bioorg. Med. Chem. 2007, 15, 886-896.
- (2007) Bioorg. Med. Chem. , vol.15 , pp. 886-896
- Piergentili, A.¹ Quaglia, W.² Giannella, M.³ Bello, F.D.⁴ Bruni, B.⁵ Buccioni, M.⁶ Carrieric, A.⁷ Ciattinid, S.⁸

62
- 0001077876
- P. G. Gassman, T. J. van Bergen, D. P. Gilbert, B. W. Cue Jr., J. Am. Chem. Soc. 1974, 96, 5495-5508.
- (1974) J. Am. Chem. Soc. , vol.96 , pp. 5495-5508
- Gassman, P.G.¹ Van Bergen, T.J.² Gilbert, D.P.³ Cue Jr., B.W.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.