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Angewandte Chemie - International Edition

Volumn 50, Issue 50, 2011, Pages 12067-12070

[3+2] cycloaddition reaction of cyclopropyl ketones with alkynes catalyzed by nickel/dimethylaluminum chloride

(3) Tamaki, Takashi a Ohashi, Masato a Ogoshi, Sensuke a

a OSAKA UNIVERSITY (Japan)

Author keywords

carbocycles; cycloaddition; homogeneous catalysis; nickel; transition metals

Indexed keywords

ALUMINUM CHLORIDE; ALUMINUM COMPOUNDS; CATALYSIS; CHLORINE COMPOUNDS; COORDINATION REACTIONS; CYCLOADDITION; KETONES; NICKEL; ORGANIC SOLVENTS; REACTION INTERMEDIATES; TRANSITION METALS;

1 ,5-CYCLOOCTADIENE; CARBOCYCLES; CARBONYL GROUPS; CYCLOPROPYL KETONES; HOMOGENEOUS CATALYSIS; ORGANOALUMINUM REAGENTS; TETRA-HYDROFURAN; [3+2]-CYCLOADDITION;

NICKEL COMPOUNDS;

EID: 83455208455 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201106174 Document Type: Article

Times cited : (79)

References (50)

1
- 34547444477
- For review to see.
- For review to see:, M. Rubin, M. Rubina, V. Gevorgyan, Chem. Rev. 2007, 107, 3117-3179.
- (2007) Chem. Rev. , vol.107 , pp. 3117-3179
- Rubin, M.¹ Rubina, M.² Gevorgyan, V.³

2
- 4344715554
- S. Saito, M. Masuda, S. Komagawa, J. Am. Chem. Soc. 2004, 126, 10540-10541
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 10540-10541
- Saito, S.¹ Masuda, M.² Komagawa, S.³

3
- 53549109323
- S. Komagawa, S. Saito, Angew. Chem. 2006, 118, 2506-2509
- (2006) Angew. Chem. , vol.118 , pp. 2506-2509
- Komagawa, S.¹ Saito, S.²

4
- 33746305290
- Angew. Chem. Int. Ed. 2006, 45, 2446-2449
- (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 2446-2449

5
- 36649024106
- S. Saito, S. Komagawa, I. Azumaya, M. Masuda, J. Org. Chem. 2007, 72, 9114-9120
- (2007) J. Org. Chem. , vol.72 , pp. 9114-9120
- Saito, S.¹ Komagawa, S.² Azumaya, I.³ Masuda, M.⁴

6
- 34047128046
- K. Maeda, S. Saito, Tetrahedron Lett. 2007, 48, 3173-3176.
- (2007) Tetrahedron Lett. , vol.48 , pp. 3173-3176
- Maeda, K.¹ Saito, S.²

7
- 0032576188
- P. A. Wender, H. Rieck, M. Fuji, J. Am. Chem. Soc. 1998, 120, 10976-10977
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 10976-10977
- Wender, P.A.¹ Rieck, H.² Fuji, M.³

8
- 0001301163
- P. A. Wender, A. J. Dyckman, C. O. Husfeld, M. J. C. Scanio, Org. Lett. 2000, 2, 1609-1611
- (2000) Org. Lett. , vol.2 , pp. 1609-1611
- Wender, P.A.¹ Dyckman, A.J.² Husfeld, C.O.³ Scanio, M.J.C.⁴

9
- 0035835039
- P. A. Wender, C. M. Barzilay, A. J. Dyckman, J. Am. Chem. Soc. 2001, 123, 179-180.
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 179-180
- Wender, P.A.¹ Barzilay, C.M.² Dyckman, A.J.³

10
- 0037176267
- P. A. Wender, T. M. Pedersen, M. J. C. Scanio, J. Am. Chem. Soc. 2002, 124, 15154-15155.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 15154-15155
- Wender, P.A.¹ Pedersen, T.M.² Scanio, M.J.C.³

11
- 0010610608
- P. Binger, Q.-H. Lü, P. Wedemann, Angew. Chem. 1985, 97, 333-334
- (1985) Angew. Chem. , vol.97 , pp. 333-334
- Binger, P.¹ Lü, Q.-H.² Wedemann, P.³

12
- 84985527610
- Intramolecular cycloaddition of methylenecyclopropanes with alkynes
- Angew. Chem. Int. Ed. Engl. 1985, 24, 316-317; Intramolecular cycloaddition of methylenecyclopropanes with alkynes
- (1985) Angew. Chem. Int. Ed. Engl. , vol.24 , pp. 316-317

13
- 0024826463
- S. A. Bapuji, W. B. Motherwell, M. Shipman, Tetrahedron Lett. 1989, 30, 7107-7110
- (1989) Tetrahedron Lett. , vol.30 , pp. 7107-7110
- Bapuji, S.A.¹ Motherwell, W.B.² Shipman, M.³

14
- 0028911508
- H. Corlay, R. T. Lewis, W. B. Motherwell, M. Shipman, Tetrahedron 1995, 51, 3303-3318
- (1995) Tetrahedron , vol.51 , pp. 3303-3318
- Corlay, H.¹ Lewis, R.T.² Motherwell, W.B.³ Shipman, M.⁴

15
- 0001346955
- M. Lautens, Y. Ren, P. H. M. Delanghe, J. Am. Chem. Soc. 1994, 116, 8821-8822
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 8821-8822
- Lautens, M.¹ Ren, Y.² Delanghe, P.H.M.³

16
- 0029860853
- M. Lautens, Y. Ren, J. Am. Chem. Soc. 1996, 118, 9597-9605
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 9597-9605
- Lautens, M.¹ Ren, Y.²

17
- 0043210690
- A. Delgado, J. R. Rodríguez, L. Castedo, J. L. Mascareñas, J. Am. Chem. Soc. 2003, 125, 9282-9283
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 9282-9283
- Delgado, A.¹ Rodríguez, J.R.² Castedo, L.³ Mascareñas, J.L.⁴

18
- 38049128689
- R. García-Fandiño, M. Gulías, L. Castedo, J. R. Granja, J. L. Mascareñas, D. J. Cárdenas, Chem. Eur. J. 2008, 14, 272-281
- (2008) Chem. Eur. J. , vol.14 , pp. 272-281
- García-Fandiño, R.¹ Gulías, M.² Castedo, L.³ Granja, J.R.⁴ Mascareñas, J.L.⁵ Cárdenas, D.J.⁶

19
- 79951632652
- Nickel-catalyzed isomerization of vinylcyclopropane
- B. Yao, Y. Li, Z. Liang, Y. Zhang, Org. Lett. 2011, 13, 640-643; Nickel-catalyzed isomerization of vinylcyclopropane
- (2011) Org. Lett. , vol.13 , pp. 640-643
- Yao, B.¹ Li, Y.² Liang, Z.³ Zhang, Y.⁴

20
- 0037820386
- M. Suginome, T. Matsuda, T. Yoshimoto, Y. Ito, Organometallics 2002, 21, 1537-1539
- (2002) Organometallics , vol.21 , pp. 1537-1539
- Suginome, M.¹ Matsuda, T.² Yoshimoto, T.³ Ito, Y.⁴

21
- 15044361327
- G. Zuo, J. Louie, Angew. Chem. 2004, 116, 2327-2329
- (2004) Angew. Chem. , vol.116 , pp. 2327-2329
- Zuo, G.¹ Louie, J.²

22
- 4544385916
- Intramolecular cycloaddition of vinylcyclopropanes with alkynes
- Angew. Chem. Int. Ed. 2004, 43, 2277-2279; Intramolecular cycloaddition of vinylcyclopropanes with alkynes
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 2277-2279

23
- 76249087412
- L. Jiao, M. Lin, Z.-X. Yu, Chem. Commun. 2010, 46, 1059-1061.
- (2010) Chem. Commun. , vol.46 , pp. 1059-1061
- Jiao, L.¹ Lin, M.² Yu, Z.-X.³

24
- 33646464559
- S. Ogoshi, M. Nagata, H. Kurosawa, J. Am. Chem. Soc. 2006, 128, 5350-5351
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 5350-5351
- Ogoshi, S.¹ Nagata, M.² Kurosawa, H.³

25
- 33646463634
- L. Liu, J. Montgomery, J. Am. Chem. Soc. 2006, 128, 5348-5349
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 5348-5349
- Liu, L.¹ Montgomery, J.²

26
- 70349696758
- G. C. Lloyd-Jones, Angew. Chem. 2006, 118, 6942-6944
- (2006) Angew. Chem. , vol.118 , pp. 6942-6944
- Lloyd-Jones, G.C.¹

27
- 33750484992
- Angew. Chem. Int. Ed. 2006, 45, 6788-6790.
- (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 6788-6790

28
- 70349673132
- T. Tamaki, M. Nagata, M. Ohashi, S. Ogoshi, Chem. Eur. J. 2009, 15, 10083-10091.
- (2009) Chem. Eur. J. , vol.15 , pp. 10083-10091
- Tamaki, T.¹ Nagata, M.² Ohashi, M.³ Ogoshi, S.⁴

29
- 0031314569
- T. Ichiyanagi, S. Kuniyama, M. Shimizu, T. Fujisawa, Chem. Lett. 1997, 1149-1150.
- (1997) Chem. Lett. , pp. 1149-1150
- Ichiyanagi, T.¹ Kuniyama, S.² Shimizu, M.³ Fujisawa, T.⁴

30
- 34848894975
- 4 was known as an effective Lewis acid to mediate the [3+2] cycloaddition of cyclopropyl ketones with alkynes
- 4 was known as an effective Lewis acid to mediate the [3+2] cycloaddition of cyclopropyl ketones with alkynes:, V. K. Yadav, V. Sriramurthy, Angew. Chem. 2004, 116, 2723-2725
- (2004) Angew. Chem. , vol.116 , pp. 2723-2725
- Yadav, V.K.¹ Sriramurthy, V.²

31
- 3242693736
- Angew. Chem. Int. Ed. 2004, 43, 2669-2671.
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 2669-2671

32
- 0642359780
- H.-U. Gonzenbach, K. Schaffner, B. Blank, H. Fischer, Helv. Chim. Acta 1973, 56, 1741-1752.
- (1973) Helv. Chim. Acta , vol.56 , pp. 1741-1752
- Gonzenbach, H.-U.¹ Schaffner, K.² Blank, B.³ Fischer, H.⁴

33
- 55049096708
- N. Matsuyama, H. Tsurugi, T. Satoh, M. Miura, Adv. Synth. Catal. 2008, 350, 2274-2278
- (2008) Adv. Synth. Catal. , vol.350 , pp. 2274-2278
- Matsuyama, N.¹ Tsurugi, H.² Satoh, T.³ Miura, M.⁴

34
- 66449112804
- N. Matsuyama, K. Hirano, T. Satoh, M. Miura, J. Org. Chem. 2009, 74, 3576-3578
- (2009) J. Org. Chem. , vol.74 , pp. 3576-3578
- Matsuyama, N.¹ Hirano, K.² Satoh, T.³ Miura, M.⁴

35
- 62149150869
- M. Shirakura, M. Suginome, Org. Lett. 2009, 11, 523-526.
- (2009) Org. Lett. , vol.11 , pp. 523-526
- Shirakura, M.¹ Suginome, M.²

36
- 33847089322
- D. R. Fahey, J. E. Mahan, J. Am. Chem. Soc. 1977, 99, 2501-2508
- (1977) J. Am. Chem. Soc. , vol.99 , pp. 2501-2508
- Fahey, D.R.¹ Mahan, J.E.²

37
- 0342564688
- L. Cronin, C. L. Higgitt, R. Karch, R. N. Perutz, Organometallics 1997, 16, 4920-4928
- (1997) Organometallics , vol.16 , pp. 4920-4928
- Cronin, L.¹ Higgitt, C.L.² Karch, R.³ Perutz, R.N.⁴

38
- 67749133705
- S. A. Johnson, C. W. Huff, F. Mustafa, M. Saliba, J. Am. Chem. Soc. 2008, 130, 17278-17280.
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 17278-17280
- Johnson, S.A.¹ Huff, C.W.² Mustafa, F.³ Saliba, M.⁴

39
- 0033603883
- D. A. Vicic, W. D. Jones, J. Am. Chem. Soc. 1999, 121, 7606-7617
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 7606-7617
- Vicic, D.A.¹ Jones, W.D.²

40
- 0035904273
- M. Hernández, G. Miralrio, A. Avévalo, S. Bernès, J. J. García, C. Lõpez, P. M. Maitlis, F. del Rio, Organometallics 2001, 20, 4061-4071.
- (2001) Organometallics , vol.20 , pp. 4061-4071
- Hernández, M.¹ Miralrio, G.² Avévalo, A.³ Bernès, S.⁴ García, J.J.⁵ Lõpez, C.⁶ Maitlis, P.M.⁷ Del Rio, F.⁸

41
- 79551693079
- Z. Lu, M. Shen, T. P. Yoon, J. Am. Chem. Soc. 2011, 133, 1162-1164.
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 1162-1164
- Lu, Z.¹ Shen, M.² Yoon, T.P.³

42
- 0035819986
- S. Ogoshi, T. Yoshida, T. Nishida, M. Morita, H. Kurosawa, J. Am. Chem. Soc. 2001, 123, 1944-1950
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 1944-1950
- Ogoshi, S.¹ Yoshida, T.² Nishida, T.³ Morita, M.⁴ Kurosawa, H.⁵

43
- 33745350525
- S. Ogoshi, H. Kamada, H. Kurosawa, Tetrahedron 2006, 62, 7583-7588.
- (2006) Tetrahedron , vol.62 , pp. 7583-7588
- Ogoshi, S.¹ Kamada, H.² Kurosawa, H.³

44
- 0035809288
- K. K. D. Amarasinghe, S. K. Chowdhury, M. J. Heeg, J. Montgomery, Organometallics 2001, 20, 370-372
- (2001) Organometallics , vol.20 , pp. 370-372
- Amarasinghe, K.K.D.¹ Chowdhury, S.K.² Heeg, M.J.³ Montgomery, J.⁴

45
- 4944241519
- H. P. Hratchian, S. K. Chowdhury, V. M. Gutiérrez-García, K. K. D. Amarasinghe, M. J. Heeg, H. B. Schlegel, J. Montgomery, Organometallics 2004, 23, 4636-4646
- (2004) Organometallics , vol.23 , pp. 4636-4646
- Hratchian, H.P.¹ Chowdhury, S.K.² Gutiérrez-García, V.M.³ Amarasinghe, K.K.D.⁴ Heeg, M.J.⁵ Schlegel, H.B.⁶ Montgomery, J.⁷

46
- 0038300851
- J. Cámpora, C. M. Maya, P. Palma, E. Carmona, C. Graiff, A. Tiripicchio, Chem. Commun. 2003, 1742-1743.
- (2003) Chem. Commun. , pp. 1742-1743
- Cámpora, J.¹ Maya, C.M.² Palma, P.³ Carmona, E.⁴ Graiff, C.⁵ Tiripicchio, A.⁶

47
- 78649844408
- 2AlOTf has been reported.
- 2AlOTf has been reported:, M. Ohashi, H. Saijo, T. Arai, S. Ogoshi, Organometallics 2010, 29, 6534-6540.
- (2010) Organometallics , vol.29 , pp. 6534-6540
- Ohashi, M.¹ Saijo, H.² Arai, T.³ Ogoshi, S.⁴

48
- 25144460599
- S. Ogoshi, M. Ueta, T. Arai, H. Kurosawa, J. Am. Chem. Soc. 2005, 127, 12810-12811.
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 12810-12811
- Ogoshi, S.¹ Ueta, M.² Arai, T.³ Kurosawa, H.⁴

49
- 79956138190
- M. Ohashi, M. Ikawa, S. Ogoshi, Organometallics 2011, 30, 2765-2774.
- (2011) Organometallics , vol.30 , pp. 2765-2774
- Ohashi, M.¹ Ikawa, M.² Ogoshi, S.³

50
- 77955148254
- S. Ogoshi, A. Nishimura, M. Ohashi, Org. Lett. 2010, 12, 3450-3452.
- (2010) Org. Lett. , vol.12 , pp. 3450-3452
- Ogoshi, S.¹ Nishimura, A.² Ohashi, M.³

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