SCOPUS 정보 검색 플랫폼

Volumn 17, Issue 27, 2011, Pages 7399-7403

Iterative dianion relay along the ring: Formation of gem- Bis(trimethylsilyl) cyclopentenones from 2,5-Bis(trimethylsilyl) oxy-cyclopentadienyl dianions and acid chlorides

(7) Li, Heng a Liu, Lantao a Wang, Zitao a Zhao, Fei a Zhang, Shaoguang a Zhang, Wen Xiong a Xi, Zhenfeng a,b

a PEKING UNIVERSITY (China)

b INSTITUTE OF GEOLOGY AND GEOPHYSICS (China)

Author keywords

anion relay chemistry; cyclopentadienyl ligands; dilithio reagents; reactive intermediates; silyl groups

Indexed keywords

ANION RELAY CHEMISTRY; CYCLOPENTADIENYL LIGANDS; DILITHIO REAGENTS; REACTIVE INTERMEDIATE; SILYL GROUP;

CHEMICAL REACTIONS; CHLORINE COMPOUNDS; FUNCTIONAL GROUPS;

REACTION INTERMEDIATES;

ANION; BENZENECARBONYL CHLORIDE; BENZOIC ACID DERIVATIVE; BIS(TRIMETHYLSILYL)CYCLOPENTENONE; TRIMETHYLSILYL DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CYCLIZATION; STEREOISOMERISM; SYNTHESIS;

ANIONS; BENZOATES; CYCLIZATION; MODELS, MOLECULAR; MOLECULAR STRUCTURE; STEREOISOMERISM; TRIMETHYLSILYL COMPOUNDS;

EID: 79959403547 PISSN: 09476539 EISSN: 15213765 Source Type: Journal
DOI: 10.1002/chem.201100830 Document Type: Article

Times cited : (35)

References (69)

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

2
- 0001301454
- K. Takeda, D. Nakane, M. Takeda, Org. Lett. 2000, 2, 1903-1905
- (2000) Org. Lett. , vol.2 , pp. 1903-1905
- Takeda, K.¹ Nakane, D.² Takeda, M.³

3
- 0042366249
- K. Takeda, Y. Sawada, K. Sumi, Org. Lett. 2002, 4, 1031-1033
- (2002) Org. Lett. , vol.4 , pp. 1031-1033
- Takeda, K.¹ Sawada, Y.² Sumi, K.³

4
- 0037174453
- Y. Mi, J. V. Schreiber, E. J. Corey, J. Am. Chem. Soc. 2002, 124, 11290-11291
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 11290-11291
- Mi, Y.¹ Schreiber, J.V.² Corey, E.J.³

5
- 28244469271
- R. Unger, T. Cohen, I. Marek, Org. Lett. 2005, 7, 5313-5316
- (2005) Org. Lett. , vol.7 , pp. 5313-5316
- Unger, R.¹ Cohen, T.² Marek, I.³

6
- 63849293361
- R. Unger, T. Cohen, I. Marek, Eur. J. Org. Chem. 2009, 1749-1756
- (2009) Eur. J. Org. Chem. , pp. 1749-1756
- Unger, R.¹ Cohen, T.² Marek, I.³

7
- 75449100516
- T. Murai, R. Hori, Bull. Chem. Soc. Jpn. 2010, 83, 52-57.
- (2010) Bull. Chem. Soc. Jpn. , vol.83 , pp. 52-57
- Murai, T.¹ Hori, R.²

8
- 0034720959
- K. J. Hale, M. G. Hummersone, G. S. Bhatia, Org. Lett. 2000, 2, 2189-2192
- (2000) Org. Lett. , vol.2 , pp. 2189-2192
- Hale, K.J.¹ Hummersone, M.G.² Bhatia, G.S.³

9
- 0001342193
- A. B. Smith III, V. A. Doughty, Q. Lin, L. Zhuang, M. D. McBriar, A. M. Boldi, W. H. Moser, N. Murase, K. Nakayama, M. Sobukawa, Angew. Chem. 2001, 113, 197-201
- (2001) Angew. Chem. , vol.113 , pp. 197-201
- Smith III, A.B.¹ Doughty, V.A.² Lin, Q.³ Zhuang, L.⁴ McBriar, M.D.⁵ Boldi, A.M.⁶ Moser, W.H.⁷ Murase, N.⁸ Nakayama, K.⁹ Sobukawa, M.¹⁰

10
- 0034793592
- Angew. Chem. Int. Ed. 2001, 40, 191-195
- (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 191-195

11
- 0000486953
- A. B. Smith III, Q. Lin, V. A. Doughty, L. Zhuang, M. D. McBriar, J. K. Kerns, C. S. Brook, N. Murase, K. Nakayama, Angew. Chem. 2001, 113, 202-205
- (2001) Angew. Chem. , vol.113 , pp. 202-205
- Smith III, A.B.¹ Lin, Q.² Doughty, V.A.³ Zhuang, L.⁴ McBriar, M.D.⁵ Kerns, J.K.⁶ Brook, C.S.⁷ Murase, N.⁸ Nakayama, K.⁹

12
- 0035825173
- Angew. Chem. Int. Ed. 2001, 40, 196-199
- (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 196-199

13
- 70349099212
- A. B. Smith III, M. A. Foley, S. Dong, A. Orbin, J. Org. Chem. 2009, 74, 5987-6001.
- (2009) J. Org. Chem. , vol.74 , pp. 5987-6001
- Smith III, A.B.¹ Foley, M.A.² Dong, S.³ Orbin, A.⁴

14
- 0000808286
- A. G. Brook, J. Am. Chem. Soc. 1958, 80, 1886-1889
- (1958) J. Am. Chem. Soc. , vol.80 , pp. 1886-1889
- Brook, A.G.¹

15
- 0002237394
- A. G. Brook, Acc. Chem. Res. 1974, 7, 77-84
- (1974) Acc. Chem. Res. , vol.7 , pp. 77-84
- Brook, A.G.¹

16
- 0000387486
- M. Lautens, P. H. M. Delanghe, J. B. Goh, C. H. Zhang, J. Org. Chem. 1995, 60, 4213-4227.
- (1995) J. Org. Chem. , vol.60 , pp. 4213-4227
- Lautens, M.¹ Delanghe, P.H.M.² Goh, J.B.³ Zhang, C.H.⁴

17
- 33744692872
- J. L. Speier, J. Am. Chem. Soc. 1952, 74, 1003-1010
- (1952) J. Am. Chem. Soc. , vol.74 , pp. 1003-1010
- Speier, J.L.¹

18
- 0000624982
- R. West, R. Lowe, H. F. Steward, A. Wright, J. Am. Chem. Soc. 1971, 93, 282-283.
- (1971) J. Am. Chem. Soc. , vol.93 , pp. 282-283
- West, R.¹ Lowe, R.² Steward, H.F.³ Wright, A.⁴

19
- 0033575429
- B. M. Comanita, S. Woo, A. G. Fallis, Tetrahedron Lett. 1999, 40, 5283-5289
- (1999) Tetrahedron Lett. , vol.40 , pp. 5283-5289
- Comanita, B.M.¹ Woo, S.² Fallis, A.G.³

20
- 0345735497
- H. Taguchi, K. Takami, A. Tsubouchi, T. Takeda, Tetrahedron Lett. 2004, 45, 429-432.
- (2004) Tetrahedron Lett. , vol.45 , pp. 429-432
- Taguchi, H.¹ Takami, K.² Tsubouchi, A.³ Takeda, T.⁴

21
- 0002633617
- I. Matsuda, S. Murata, Y. Ishii, J. Chem. Soc. Perkin Trans. 1 1979, 26-30
- (1979) J. Chem. Soc. Perkin Trans. 1 , pp. 26-30
- Matsuda, I.¹ Murata, S.² Ishii, Y.³

22
- 84988058001
- L. F. Tietze, H. Geissler, J. A. Gewart, U. Jakobi, Synlett 1994, 511-512
- (1994) Synlett , pp. 511-512
- Tietze, L.F.¹ Geissler, H.² Gewart, J.A.³ Jakobi, U.⁴

23
- 0030030939
- H. Shinokubo, K. Miura, K. Oshima, K. Utimoto, Tetrahedron 1996, 52, 503-514
- (1996) Tetrahedron , vol.52 , pp. 503-514
- Shinokubo, H.¹ Miura, K.² Oshima, K.³ Utimoto, K.⁴

24
- 0001169944
- W. H. Moser, K. E. Endsley, J. T. Colyer, Org. Lett. 2000, 2, 717-719
- (2000) Org. Lett. , vol.2 , pp. 717-719
- Moser, W.H.¹ Endsley, K.E.² Colyer, J.T.³

25
- 0037071935
- W. H. Moser, J. Zhang, C. S. Lecher, T. L. Frazier, M. Pink, Org. Lett. 2002, 4, 1981-1984
- (2002) Org. Lett. , vol.4 , pp. 1981-1984
- Moser, W.H.¹ Zhang, J.² Lecher, C.S.³ Frazier, T.L.⁴ Pink, M.⁵

26
- 3142755639
- A. B. Smith III, M. O. Duffey, Synlett 2004, 1363-1366
- (2004) Synlett , pp. 1363-1366
- Smith III, A.B.¹ Duffey, M.O.²

27
- 30744474210
- A. B. Smith III, M. Xian, J. Am. Chem. Soc. 2006, 128, 66-67
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 66-67
- Smith III, A.B.¹ Xian, M.²

28
- 33749173658
- A. B. Smith III, M. Xian, W.-S. Kim, D.-S. Kim, J. Am. Chem. Soc. 2006, 128, 12368-12369
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 12368-12369
- Smith III, A.B.¹ Xian, M.² Kim, W.-S.³ Kim, D.-S.⁴

29
- 35948937535
- N. O. Devarie-Baez, B. J. Shuhler, H. Wang, M. Xian, Org. Lett. 2007, 9, 4655-4658
- (2007) Org. Lett. , vol.9 , pp. 4655-4658
- Devarie-Baez, N.O.¹ Shuhler, B.J.² Wang, H.³ Xian, M.⁴

30
- 77956936390
- A. B. Smith III, W.-S. Kim, W. M. Wuest, Angew. Chem. 2008, 120, 7190-7194
- (2008) Angew. Chem. , vol.120 , pp. 7190-7194
- Smith III, A.B.¹ Kim, W.-S.² Wuest, W.M.³

31
- 54749097405
- Angew. Chem. Int. Ed. 2008, 47, 7082-7086
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 7082-7086

32
- 56749131645
- A. B. Smith III, W. M. Wuest, Chem. Commun. 2008, 5883-5895.
- (2008) Chem. Commun. , pp. 5883-5895
- Smith III, A.B.¹ Wuest, W.M.²

33
- 0035944444
- Q. Song, J. Chen, X. Jin, Z. Xi, J. Am. Chem. Soc. 2001, 123, 10419-10420
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 10419-10420
- Song, Q.¹ Chen, J.² Jin, X.³ Xi, Z.⁴

34
- 79251497582
- L. Liu, W.-X. Zhang, C. Wang, C. Y. Wang, Z. Xi, Angew. Chem. 2009, 121, 8255-8258
- (2009) Angew. Chem. , vol.121 , pp. 8255-8258
- Liu, L.¹ Zhang, W.-X.² Wang, C.³ Wang, C.Y.⁴ Xi, Z.⁵

35
- 70349972269
- Angew. Chem. Int. Ed. 2009, 48, 8111-8114
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 8111-8114

36
- 77958093546
- Z. Xi, Acc. Chem. Res. 2010, 43, 1342-1351.
- (2010) Acc. Chem. Res. , vol.43 , pp. 1342-1351
- Xi, Z.¹

37
- 79959426711
- Formation of stable enols
- Formation of stable enols

38
- 25544481033
- H. Hart, Chem. Rev. 1979, 79, 515-528
- (1979) Chem. Rev. , vol.79 , pp. 515-528
- Hart, H.¹

39
- 30244502446
- B. Capon, B.-Z. Guo, F. C. Kwok, A. K. Siddhanta, C. Zucco, Acc. Chem. Res. 1988, 21, 135-140
- (1988) Acc. Chem. Res. , vol.21 , pp. 135-140
- Capon, B.¹ Guo, B.-Z.² Kwok, F.C.³ Siddhanta, A.K.⁴ Zucco, C.⁵

40
- 3643068178
- Z. Rappoport, S. E. Biali, Acc. Chem. Res. 1988, 21, 442
- (1988) Acc. Chem. Res. , vol.21 , pp. 442
- Rappoport, Z.¹ Biali, S.E.²

41
- 0001278024
- K. W. Kramarz, R. Elsenberg, Organometallics 1992, 11, 1997-1999
- (1992) Organometallics , vol.11 , pp. 1997-1999
- Kramarz, K.W.¹ Elsenberg, R.²

42
- 0043069826
- A. M. Polozov, O. N. Kataeva, I. A. Litvinov, J. Org. Chem. 1994, 59, 1572-1573
- (1994) J. Org. Chem. , vol.59 , pp. 1572-1573
- Polozov, A.M.¹ Kataeva, O.N.² Litvinov, I.A.³

43
- 34250771603
- Q. Hu, C. Wang, D. Li, Z. Xi, Org. Biomol. Chem. 2007, 5, 2114-2118
- (2007) Org. Biomol. Chem. , vol.5 , pp. 2114-2118
- Hu, Q.¹ Wang, C.² Li, D.³ Xi, Z.⁴

44
- 51549109724
- D. M. Chenoweth, K. Chenoweth, W. A. Goddard III, J. Org. Chem. 2008, 73, 6853-6856
- (2008) J. Org. Chem. , vol.73 , pp. 6853-6856
- Chenoweth, D.M.¹ Chenoweth, K.² Goddard III, W.A.³

45
- 66449107570
- H. Li, W. Li, Z. Li, Chem. Commun. 2009, 3264-3266.
- (2009) Chem. Commun. , pp. 3264-3266
- Li, H.¹ Li, W.² Li, Z.³

46
- 63749118934
- V. H. Gessner, C. Dschlein, C. Strohmann, Chem. Eur. J. 2009, 15, 3320-3334.
- (2009) Chem. Eur. J. , vol.15 , pp. 3320-3334
- Gessner, V.H.¹ Dschlein, C.² Strohmann, C.³

47
- 12044254305
- A. Sekiguchi, Y. Sugai, K. Ebata, C. Kabuto, H. Sakurai, J. Am. Chem. Soc. 1993, 115, 1144-1146
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 1144-1146
- Sekiguchi, A.¹ Sugai, Y.² Ebata, K.³ Kabuto, C.⁴ Sakurai, H.⁵

48
- 0001476442
- F. Zaegel, J. C. Gallucci, P. Meunier, B. Gautheron, M. R. Sivik, L. A. Paquette, J. Am. Chem. Soc. 1994, 116, 6466-6467
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 6466-6467
- Zaegel, F.¹ Gallucci, J.C.² Meunier, P.³ Gautheron, B.⁴ Sivik, M.R.⁵ Paquette, L.A.⁶

49
- 0001226133
- P. Jutzi, N. Burford, Chem. Rev. 1999, 99, 969-990
- (1999) Chem. Rev. , vol.99 , pp. 969-990
- Jutzi, P.¹ Burford, N.²

50
- 0033733591
- U. Siemeling, Chem. Rev. 2000, 100, 1495-1526
- (2000) Chem. Rev. , vol.100 , pp. 1495-1526
- Siemeling, U.¹

51
- 27744597116
- G. Fraenkel, X. Chen, A. Chow, J. C. Gallucci, H. Liu, J. Org. Chem. 2005, 70, 9131-9138
- (2005) J. Org. Chem. , vol.70 , pp. 9131-9138
- Fraenkel, G.¹ Chen, X.² Chow, A.³ Gallucci, J.C.⁴ Liu, H.⁵

52
- 33746877437
- J. Paradies, G. Erker, R. Fröhlich, Angew. Chem. 2006, 118, 3150-3153
- (2006) Angew. Chem. , vol.118 , pp. 3150-3153
- Paradies, J.¹ Erker, G.² Fröhlich, R.³

53
- 33746216406
- Angew. Chem. Int. Ed. 2006, 45, 3079-3082.
- (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 3079-3082

54
- 0000219198
- H. Kwart, J. Slutsky, J. Am. Chem. Soc. 1972, 94, 2515-2516
- (1972) J. Am. Chem. Soc. , vol.94 , pp. 2515-2516
- Kwart, H.¹ Slutsky, J.²

55
- 0000540593
- J. Slutsky, H. Kwart, J. Am. Chem. Soc. 1973, 95, 8678-8685
- (1973) J. Am. Chem. Soc. , vol.95 , pp. 8678-8685
- Slutsky, J.¹ Kwart, H.²

56
- 1842375958
- S. Profeta, R. J. Unwalla, F. K. Cartledge, J. Org. Chem. 1986, 51, 1884-1885
- (1986) J. Org. Chem. , vol.51 , pp. 1884-1885
- Profeta, S.¹ Unwalla, R.J.² Cartledge, F.K.³

57
- 0031040270
- T. Yamabe, K. Nakamura, Y. Shiota, K. Yoshizawa, S. Kawauchi, M. Ishikawa, J. Am. Chem. Soc. 1997, 119, 807-815
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 807-815
- Yamabe, T.¹ Nakamura, K.² Shiota, Y.³ Yoshizawa, K.⁴ Kawauchi, S.⁵ Ishikawa, M.⁶

58
- 0040758520
- L. C. Zhang, C. Kabuto, M. Kira, J. Am. Chem. Soc. 1999, 121, 2925-2926
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 2925-2926
- Zhang, L.C.¹ Kabuto, C.² Kira, M.³

59
- 30344449478
- M. Takahashi, J. Phys. Chem. A 2005, 109, 11902-11906.
- (2005) J. Phys. Chem. A , vol.109 , pp. 11902-11906
- Takahashi, M.¹

60
- 0001487759
- P. G. Williard, J. M. Salvino, Tetrahedron Lett. 1985, 26, 3931-3934
- (1985) Tetrahedron Lett. , vol.26 , pp. 3931-3934
- Williard, P.G.¹ Salvino, J.M.²

61
- 84984276226
- R. Amstutz, J. D. Dunitz, T. Laube, W. B. Schweizer, D. Seebach, Chem. Ber. 1986, 119, 434-443
- (1986) Chem. Ber. , vol.119 , pp. 434-443
- Amstutz, R.¹ Dunitz, J.D.² Laube, T.³ Schweizer, W.B.⁴ Seebach, D.⁵

62
- 0000014356
- R. A. Wanat, D. B. Collum, G. Van Duyne, J. Clardy, R. T. DePue, J. Am. Chem. Soc. 1986, 108, 3415-3422
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 3415-3422
- Wanat, R.A.¹ Collum, D.B.² Van Duyne, G.³ Clardy, J.⁴ Depue, R.T.⁵

63
- 0001269629
- D. Seebach, Angew. Chem. 1988, 100, 1685-1715
- (1988) Angew. Chem. , vol.100 , pp. 1685-1715
- Seebach, D.¹

64
- 84990085779
- Angew. Chem. Int. Ed. Engl. 1988, 27, 1624-1654.
- (1988) Angew. Chem. Int. Ed. Engl. , vol.27 , pp. 1624-1654

65
- 0001463298
- F. C. Whitmore, L. H. Sommer, J. Am. Chem. Soc. 1946, 68, 481-484
- (1946) J. Am. Chem. Soc. , vol.68 , pp. 481-484
- Whitmore, F.C.¹ Sommer, L.H.²

66
- 27244452597
- L. H. Sommer, D. L. Bailey, W. A. Strong, F. C. Whitmore, J. Am. Chem. Soc. 1946, 68, 1881-1883
- (1946) J. Am. Chem. Soc. , vol.68 , pp. 1881-1883
- Sommer, L.H.¹ Bailey, D.L.² Strong, W.A.³ Whitmore, F.C.⁴

67
- 33947317747
- D. J. Peterson, J. Org. Chem. 1968, 33, 780-784
- (1968) J. Org. Chem. , vol.33 , pp. 780-784
- Peterson, D.J.¹

68
- 33845557886
- A. C. Hopkinson, M. H. Lien, J. Org. Chem. 1981, 46, 998-1003
- (1981) J. Org. Chem. , vol.46 , pp. 998-1003
- Hopkinson, A.C.¹ Lien, M.H.²

69
- 0033166413
- K. Itami, K. Mitsudo, J. Yoshida, Tetrahedron Lett. 1999, 40, 5533-5536.
- (1999) Tetrahedron Lett. , vol.40 , pp. 5533-5536
- Itami, K.¹ Mitsudo, K.² Yoshida, J.³

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