SCOPUS 정보 검색 플랫폼

Organic and Biomolecular Chemistry

Volumn 4, Issue 17, 2006, Pages 3235-3241

Rhodium-catalysed addition of organotrialkoxysilanes to α-substituted acrylic esters

(4) Hargrave, Jonathan D a Herbert, Jennifer a Bish, Gerwyn b Frost, Christopher G a

a University of Bath Claverton Down (United Kingdom)

b PFIZER GLOBAL RESEARCH AND DEVELOPMENT (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; CATALYSIS; DERIVATIVES; ORGANIC COMPOUNDS; RHODIUM;

CATIONIC RHODIUM COMPLEX; MICROWAVE REACTOR; OIL BATH; ORGANOTRIALKOXYSILANES;

REACTION KINETICS;

ESTER; METAL; NAPHTHALIMIDE DERIVATIVE; ORGANIC COMPOUND; RHODIUM; SILANE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

CATALYSIS; ESTERS; MAGNETIC RESONANCE SPECTROSCOPY; METALS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; NAPHTHALIMIDES; ORGANIC CHEMICALS; RHODIUM; SILANES;

EID: 33747888984 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b606977k Document Type: Article

Times cited : (29)

References (70)

1
- 0034612973
- M. P. Sibi S. Manyem Tetrahedron 2000 56 8033
- (2000) Tetrahedron , vol.56 , pp. 8033
- Sibi, M.P.¹ Manyem, S.²

2
- 5044236785
- Elsevier Science B. V., Amsterdam, The Netherlands, ch. 6
- N. C. O. Tomkinson, Rodd's Chemistry of Carbon Compounds, Volume V, Topical Volume Asymmetric Catalysis, Elsevier Science B. V., Amsterdam, The Netherlands, 2001, ch. 6
- (2001) Rodd's Chemistry of Carbon Compounds, Volume V, Topical Volume Asymmetric Catalysis
- Tomkinson, N.C.O.¹

3
- 0006714024
- For reviews see:
- N. Krause A. Hoffman-roder Synthesis 2001 171
- (2001) Synthesis , pp. 171
- Krause, N.¹ Hoffman-Roder, A.²

4
- 0034975355
- T. Hayashi Synlett 2001 879
- (2001) Synlett , pp. 879
- Hayashi, T.¹

5
- 0041738169
- T. Hayashi K. Yamasaki Chem. Rev. 2003 103 2829
- (2003) Chem. Rev. , vol.103 , pp. 2829
- Hayashi, T.¹ Yamasaki, K.²

6
- 0037243669
- K. Fagnou M. Lautens Chem. Rev. 2003 103 169
- (2003) Chem. Rev. , vol.103 , pp. 169
- Fagnou, K.¹ Lautens, M.²

7
- 5244346814
- M. Sakai H. Hayashi N. Miyaura Organometallics 1997 16 4229
- (1997) Organometallics , vol.16 , pp. 4229
- Sakai, M.¹ Hayashi, H.² Miyaura, N.³

8
- 0032503611
- For representative examples see:
- Y. Takaya M. Osgawara T. Hayashi M. Sakai N. Miyaura J. Am. Chem. Soc. 1998 120 5579
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 5579
- Takaya, Y.¹ Osgawara, M.² Hayashi, T.³ Sakai, M.⁴ Miyaura, N.⁵

9
- 0141450342
- T. Hayashi K. Ueyama N. Tokunaga K. Yoshida J. Am. Chem. Soc. 2003 125 11508
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 11508
- Hayashi, T.¹ Ueyama, K.² Tokunaga, N.³ Yoshida, K.⁴

10
- 27144456828
- R. Shintani K. Okamoto T. Hayashi, T. Org. Lett. 2005 7 4757
- (2005) Org. Lett. , vol.7 , pp. 4757
- Shintani, R.¹ Okamoto, K.² Hayashi, T.T.³

11
- 0038034717
- R. Itooka Y. Iguchi N. Miyaura J. Org. Chem. 2003 68 6000
- (2003) J. Org. Chem. , vol.68 , pp. 6000
- Itooka, R.¹ Iguchi, Y.² Miyaura, N.³

12
- 1642619506
- K. M. Belyk C. D. Beguin M. Palucki N. Grinberg J. DaSilva D. Askin N. Yasuda Tetrahedron Lett. 2004 45 3265
- (2004) Tetrahedron Lett. , vol.45 , pp. 3265
- Belyk, K.M.¹ Beguin, C.D.² Palucki, M.³ Grinberg, N.⁴ Dasilva, J.⁵ Askin, D.⁶ Yasuda, N.⁷

13
- 23744491245
- and references therein
- J.-F. Paquin C. Defieber C. R. J. Stephenson E. M. Carreira J. Am. Chem. Soc. 2005 127 10850
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 10850
- Paquin, J.-F.¹ Defieber, C.² Stephenson, C.R.J.³ Carreira, E.M.⁴

14
- 0036135921
- S. Oi M. Moro H. Ito Y. Honma S. Miyano Y. Inoue Tetrahedron 2002 58 91
- (2002) Tetrahedron , vol.58 , pp. 91
- Oi, S.¹ Moro, M.² Ito, H.³ Honma, Y.⁴ Miyano, S.⁵ Inoue, Y.⁶

15
- 0141450342
- T. Hayashi K. Ueyama N. Tokunaga K. Yoshida J. Am. Chem. Soc. 2003 125 11508
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 11508
- Hayashi, T.¹ Ueyama, K.² Tokunaga, N.³ Yoshida, K.⁴

16
- 2442720188
- R. Shintani N. Tokunaga H. Doi T. Hayashi J. Am. Chem. Soc. 2004 126 6240
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 6240
- Shintani, R.¹ Tokunaga, N.² Doi, H.³ Hayashi, T.⁴

17
- 0035963678
- T. S. Huang C. J. Li Org. Lett. 2001 3 2037
- (2001) Org. Lett. , vol.3 , pp. 2037
- Huang, T.S.¹ Li, C.J.²

18
- 33747874906
- A. Kakuuchi T. Taguchi Y. Hanzawa Tetrahedron 2004 60 5051
- (2004) Tetrahedron , vol.60 , pp. 5051
- Kakuuchi, A.¹ Taguchi, T.² Hanzawa, Y.³

19
- 2942667926
- S. Oi T. Sato Y. Inoue Tetrahedron Lett. 2004 45 5051
- (2004) Tetrahedron Lett. , vol.45 , pp. 5051
- Oi, S.¹ Sato, T.² Inoue, Y.³

20
- 0037120913
- T. Hayashi N. Tokunaga K. Yoshida J. W. Han J. Am. Chem. Soc. 2002 124 12102
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 12102
- Hayashi, T.¹ Tokunaga, N.² Yoshida, K.³ Han, J.W.⁴

21
- 0037433553
- K. Yoshida T. Hayashi J. Am. Chem. Soc. 2003 125 2872
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 2872
- Yoshida, K.¹ Hayashi, T.²

22
- 0036253317
- M. Murata R. Shimazaki M. Ishikura S. Watanabe Y. Masuda Synthesis 2002 717
- (2002) Synthesis , pp. 717
- Murata, M.¹ Shimazaki, R.² Ishikura, M.³ Watanabe, S.⁴ Masuda, Y.⁵

23
- 0035966621
- S. Venkatraman C.-J. Li Tetrahedron Lett. 2001 42 781
- (2001) Tetrahedron Lett. , vol.42 , pp. 781
- Venkatraman, S.¹ Li, C.-J.²

24
- 28944448715
- T. Miura M. Murakami Chem. Commun. 2005 5676
- (2005) Chem. Commun. , pp. 5676
- Miura, T.¹ Murakami, M.²

25
- 0035929983
- T. S. Huang C. J. Li Chem. Commun. 2001 2348
- (2001) Chem. Commun. , pp. 2348
- Huang, T.S.¹ Li, C.J.²

26
- 0000796405
- S. Oi Y. Honma Y. Inoue Org. Lett. 2002 4 667
- (2002) Org. Lett. , vol.4 , pp. 667
- Oi, S.¹ Honma, Y.² Inoue, Y.³

27
- 0242551501
- T. Hishikata Y. Yamamoto N. Miyaura Chem. Lett. 2003 32 752
- (2003) Chem. Lett. , vol.32 , pp. 752
- Hishikata, T.¹ Yamamoto, Y.² Miyaura, N.³

28
- 0042338524
- S. E. Denmark N. Amishiro J. Org. Chem. 2003 68 6997
- (2003) J. Org. Chem. , vol.68 , pp. 6997
- Denmark, S.E.¹ Amishiro, N.²

29
- 27144482200
- T. Hishikata Y. Yamamoto I. D. Gridnev N. Miyaura Organometallics 2005 24 5025
- (2005) Organometallics , vol.24 , pp. 5025
- Hishikata, T.¹ Yamamoto, Y.² Gridnev, I.D.³ Miyaura, N.⁴

30
- 0037647172
- S. Oi Y. Honma Y. Inoue Org. Lett. 2003 5 97
- (2003) Org. Lett. , vol.5 , pp. 97
- Oi, S.¹ Honma, Y.² Inoue, Y.³

31
- 4444276235
- Y. Otomaru T. Hayashi Tetrahedron: Asymmetry 2004 15 2647
- (2004) Tetrahedron: Asymmetry , vol.15 , pp. 2647
- Otomaru, Y.¹ Hayashi, T.²

32
- 33645841655
- S. Oi A. Taira Y. Honma T. Sato Y. Inoue Tetrahedron: Asymmetry 2006 17 598
- (2006) Tetrahedron: Asymmetry , vol.17 , pp. 598
- Oi, S.¹ Taira, A.² Honma, Y.³ Sato, T.⁴ Inoue, Y.⁵

33
- 0035798134
- A. S. Manoso P. DeShong J. Org. Chem. 2001 66 7449
- (2001) J. Org. Chem. , vol.66 , pp. 7449
- Manoso, A.S.¹ Deshong, P.²

34
- 4644306531
- W. M. Seganish P. DeShong J. Org. Chem. 2004 69 6790
- (2004) J. Org. Chem. , vol.69 , pp. 6790
- Seganish, W.M.¹ Deshong, P.²

35
- 9344252289
- and references therein For examples of rhodium-catalysed additions/enantioselective protonations, see:
- A. S. Manoso P. DeShong J. Org. Chem. 2004 69 8305
- (2004) J. Org. Chem. , vol.69 , pp. 8305
- Manoso, A.S.¹ Deshong, P.²

36
- 0000997168
- M. T. Reetz D. Moulin A. Gosberg Org. Lett. 2001 3 4083
- (2001) Org. Lett. , vol.3 , pp. 4083
- Reetz, M.T.¹ Moulin, D.² Gosberg, A.³

37
- 0042890338
- C. J. Chapman K. J. Wadsworth C. G. Frost J. Organomet. Chem. 2003 680 206
- (2003) J. Organomet. Chem. , vol.680 , pp. 206
- Chapman, C.J.¹ Wadsworth, K.J.² Frost, C.G.³

38
- 1042279654
- L. Navarre S. Darses J.-P. Genet Angew. Chem., Int. Ed. 2004 43 719
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 719
- Navarre, L.¹ Darses, S.² Genet, J.-P.³

39
- 24944439352
- M. P. Sibi H. Tadamidani K. Patil Org. Lett. 2005 7 2571
- (2005) Org. Lett. , vol.7 , pp. 2571
- Sibi, M.P.¹ Tadamidani, H.² Patil, K.³

40
- 33644650016
- T. Nishimura S. Hirabayashi Y. Yasuhara T. Hayashi J. Am. Chem. Soc. 2006 128 2556
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 2556
- Nishimura, T.¹ Hirabayashi, S.² Yasuhara, Y.³ Hayashi, T.⁴

41
- 0037421895
- D. Adam Nature 2003 421 571
- (2003) Nature , vol.421 , pp. 571
- Adam, D.¹

42
- 0011932271
- Wiley-VCH, Weinheim, Germany
- Microwaves in Organic Synthesis, ed. A. Loupy, Wiley-VCH, Weinheim, Germany, 2002
- (2002) Microwaves in Organic Synthesis, Ed.
- Loupy, A.¹

43
- 11144325118
- C. O. Kappe Angew. Chem., Int. Ed. 2004 43 6250
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 6250
- Kappe, C.O.¹

44
- 4544275755
- B. L. Hayes Aldrichimica Acta 2004 37 66
- (2004) Aldrichimica Acta , vol.37 , pp. 66
- Hayes, B.L.¹

45
- 0032330265
- C. Gabriel S. Gabriel E. H. Grant B. S. J. Halstead D. M. P. Mingos Chem. Soc. Rev. 1998 27 213
- (1998) Chem. Soc. Rev. , vol.27 , pp. 213
- Gabriel, C.¹ Gabriel, S.² Grant, E.H.³ Halstead, B.S.J.⁴ Mingos, D.M.P.⁵

46
- 0029078472
- S. Caddick Tetrahedron 1995 51 10403
- (1995) Tetrahedron , vol.51 , pp. 10403
- Caddick, S.¹

47
- 0036845262
- M. Pucheault S. Darses J.-P. Genet Eur. J. Org. Chem. 2002 3552
- (2002) Eur. J. Org. Chem. , pp. 3552
- Pucheault, M.¹ Darses, S.² Genet, J.-P.³

48
- 0003944545
- Harper-Collins, New York, 4th edn
- J. E. Huheey, E. A. Keitner and R. L. Keitner, Inorganic Chemistry: Principles of Structure and Reactivity, Harper-Collins, New York, 4th edn, 1993
- (1993) Inorganic Chemistry: Principles of Structure and Reactivity
- Huheey, J.E.¹ Keitner, E.A.² Keitner, R.L.³

49
- 84980189350
- S. J. Thompson P. M. Bailey C. White P. M. Maitlis Angew. Chem., Int. Ed. Engl. 1976 15 490
- (1976) Angew. Chem., Int. Ed. Engl. , vol.15 , pp. 490
- Thompson, S.J.¹ Bailey, P.M.² White, C.³ Maitlis, P.M.⁴

50
- 0001343024
- C. White S. J. Thompson P. M. Maitlis J. Organomet. Chem. 1977 134 319
- (1977) J. Organomet. Chem. , vol.134 , pp. 319
- White, C.¹ Thompson, S.J.² Maitlis, P.M.³

51
- 27844487254
- 1H NMR
- R. Fernandez-Galan B. R. Manzano A. Otero M. Lanfranchi M. A. Pellinghelli Inorg. Chem. 1994 33 2309
- (1994) Inorg. Chem. , vol.33 , pp. 2309
- Fernandez-Galan, R.¹ Manzano, B.R.² Otero, A.³ Lanfranchi, M.⁴ Pellinghelli, M.A.⁵

52
- 0022226409
- M. C. Fournie-Zaluski A. Coulaud R. Bouboutou P. Chaillet J. Devin G. Waksman J. Costentin B. P. Roques J. Med. Chem. 1985 28 1158
- (1985) J. Med. Chem. , vol.28 , pp. 1158
- Fournie-Zaluski, M.C.¹ Coulaud, A.² Bouboutou, R.³ Chaillet, P.⁴ Devin, J.⁵ Waksman, G.⁶ Costentin, J.⁷ Roques, B.P.⁸

53
- 0022870835
- W. M. Moore C. A. Spilburg Biochemistry 1986 25 5189
- (1986) Biochemistry , vol.25 , pp. 5189
- Moore, W.M.¹ Spilburg, C.A.²

54
- 0023676335
- P. Buhlmayer A. Caselli W. Fuhrer R. Goschke V. Rasetti H. Rueger J. L. Stanton L. Criscione J. M. Wood J. Med. Chem. 1988 31 1839
- (1988) J. Med. Chem. , vol.31 , pp. 1839
- Buhlmayer, P.¹ Caselli, A.² Fuhrer, W.³ Goschke, R.⁴ Rasetti, V.⁵ Rueger, H.⁶ Stanton, J.L.⁷ Criscione, L.⁸ Wood, J.M.⁹

55
- 0000407688
- K. Iizuka T. Mamijo T. Kubota K. Akahane H. Umeyama Y. Koso J. Med. Chem. 1988 31 704
- (1988) J. Med. Chem. , vol.31 , pp. 704
- Iizuka, K.¹ Mamijo, T.² Kubota, T.³ Akahane, K.⁴ Umeyama, H.⁵ Koso, Y.⁶

56
- 0025345683
- H. Harada T. Yamaguchi A. Iyobe A. Tsubaki T. Kamijo K. Iizuka K. Ogura Y. Kiso J. Org. Chem. 1990 55 1679
- (1990) J. Org. Chem. , vol.55 , pp. 1679
- Harada, H.¹ Yamaguchi, T.² Iyobe, A.³ Tsubaki, A.⁴ Kamijo, T.⁵ Iizuka, K.⁶ Ogura, K.⁷ Kiso, Y.⁸

57
- 0025008672
- T. Morimoto M. Chiba K. Achiwa Tetrahedron Lett. 1990 31 261
- (1990) Tetrahedron Lett. , vol.31 , pp. 261
- Morimoto, T.¹ Chiba, M.² Achiwa, K.³

58
- 0027385487
- H. Heitsch R. Henning H.-W. Kleemann W. Linz W.-U. Nickel D. Ruppert H. Urbach A. Wagner J. Med. Chem. 1993 36 2788
- (1993) J. Med. Chem. , vol.36 , pp. 2788
- Heitsch, H.¹ Henning, R.² Kleemann, H.-W.³ Linz, W.⁴ Nickel, W.-U.⁵ Ruppert, D.⁶ Urbach, H.⁷ Wagner, A.⁸

59
- 0345151817
- For corresponding additions of boronic acids:
- E. Juaristi H. Lopez-Ruiz Curr. Med. Chem. 1999 6 983
- (1999) Curr. Med. Chem. , vol.6 , pp. 983
- Juaristi, E.¹ Lopez-Ruiz, H.²

60
- 4544232366
- K. J. Wadsworth F. K. Wood C. J. Chapman C. G. Frost Synlett 2004 2022
- (2004) Synlett , pp. 2022
- Wadsworth, K.J.¹ Wood, F.K.² Chapman, C.J.³ Frost, C.G.⁴

61
- 0041409946
- C. J. Chapman C. G. Frost Adv. Synth. Catal. 2003 345 353
- (2003) Adv. Synth. Catal. , vol.345 , pp. 353
- Chapman, C.J.¹ Frost, C.G.²

62
- 84884417604
- L. Navarre S. Darses J.-P. Genet Eur. J. Org. Chem. 2004 69
- (2004) Eur. J. Org. Chem. , pp. 69
- Navarre, L.¹ Darses, S.² Genet, J.-P.³

63
- 84990107551
- U. Leutenegger A. Madin A. Pfaltz Angew. Chem., Int. Ed. 1989 28 60
- (1989) Angew. Chem., Int. Ed. , vol.28 , pp. 60
- Leutenegger, U.¹ Madin, A.² Pfaltz, A.³

64
- 0025912417
- P. Von Matt A. Pfaltz Tetrahedron: Asymmetry 1991 2 691
- (1991) Tetrahedron: Asymmetry , vol.2 , pp. 691
- Von Matt, P.¹ Pfaltz, A.²

65
- 0000604028
- M. Misum A. Pfaltz Helv. Chim. Acta 1996 79 961
- (1996) Helv. Chim. Acta , vol.79 , pp. 961
- Misum, M.¹ Pfaltz, A.²

66
- 0141631426
- V. Jurkausas J. P. Sadighi S. L. Buchwald Org. Lett. 2003 5 2417
- (2003) Org. Lett. , vol.5 , pp. 2417
- Jurkausas, V.¹ Sadighi, J.P.² Buchwald, S.L.³

67
- 9644266678
- Y. Tsuchiya Y. Kanazawa T. Shiomi K. Kobayashi H. Nishiyama Synlett 2004 2493
- (2004) Synlett , pp. 2493
- Tsuchiya, Y.¹ Kanazawa, Y.² Shiomi, T.³ Kobayashi, K.⁴ Nishiyama, H.⁵

68
- 8644275468
- A. Duursma J.-G. Boiteau L. Lefort J. A. F. Boogers A. H. M. de Vries J. G. de Vries A. J. Minnaard B. L. Feringa J. Org. Chem. 2004 69 8045
- (2004) J. Org. Chem. , vol.69 , pp. 8045
- Duursma, A.¹ Boiteau, J.-G.² Lefort, L.³ Boogers, J.A.F.⁴ De Vries, A.H.M.⁵ De Vries, J.G.⁶ Minnaard, A.J.⁷ Feringa, B.L.⁸

69
- 5044232333
- R. J. Moss K. J. Wadsworth C. J. Chapman C. G. Frost Chem. Commun. 2004 1984
- (2004) Chem. Commun. , pp. 1984
- Moss, R.J.¹ Wadsworth, K.J.² Chapman, C.J.³ Frost, C.G.⁴

70
- 0343145043
- S. Condon-Gueugnot E. Leonel J.-Y. Nedelec J. Perichon J. Org. Chem. 1995 60 7684
- (1995) J. Org. Chem. , vol.60 , pp. 7684
- Condon-Gueugnot, S.¹ Leonel, E.² Nedelec, J.-Y.³ Perichon, J.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.