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Chemistry - A European Journal

Volumn 20, Issue 18, 2014, Pages 5454-5459

Intramolecular reactions of metal carbenoids with allylic ethers: Is a free ylide involved in every case?

(2) Clark, J Stephen a Hansen, K Emelie a

a UNIVERSITY OF GLASGOW (United Kingdom)

Author keywords

carbenoids; cyclization; isotopic labeling; rearrangement; ylides

Indexed keywords

CATALYSIS; COPPER; CYCLIZATION; ESTERIFICATION; ESTERS; IRIDIUM; RHODIUM;

1 ,5-CYCLOOCTADIENE; CARBENOIDS; CROSSOVER EXPERIMENTS; INTRAMOLECULAR REACTIONS; ISOTOPIC LABELING; REARRANGEMENT; SIGMATROPIC REARRANGEMENTS; YLIDES;

REACTION INTERMEDIATES;

EID: 84899503919 PISSN: 09476539 EISSN: 15213765 Source Type: Journal
DOI: 10.1002/chem.201304054 Document Type: Article

Times cited : (18)

References (68)

1
- 0000722919
- H. Nozaki, H. Takaya, R. Noyori, Tetrahedron 1966, 22, 3393
- (1966) Tetrahedron , vol.22 , pp. 3393
- Nozaki, H.¹ Takaya, H.² Noyori, R.³

2
- 0001461728
- H. Nozaki, H. Takaya, S. Moruiti, R. Noyori, Tetrahedron 1968, 24, 3655
- (1968) Tetrahedron , vol.24 , pp. 3655
- Nozaki, H.¹ Takaya, H.² Moruiti, S.³ Noyori, R.⁴

3
- 0000228419
- W. Ando, S. Kondo, K. Nakayama, K. Ichibori, H. Kohoda, H. Yamato, I. Imai, S. Nakaido, T. Migita, J. Am. Chem. Soc. 1972, 94, 3870
- (1972) J. Am. Chem. Soc. , vol.94 , pp. 3870
- Ando, W.¹ Kondo, S.² Nakayama, K.³ Ichibori, K.⁴ Kohoda, H.⁵ Yamato, H.⁶ Imai, I.⁷ Nakaido, S.⁸ Migita, T.⁹

4
- 0000017190
- M. P. Doyle, J. H. Griffin, M. S. Chinn, D. van Leusen, J. Org. Chem. 1984, 49, 1917.
- (1984) J. Org. Chem. , vol.49 , pp. 1917
- Doyle, M.P.¹ Griffin, J.H.² Chinn, M.S.³ Van Leusen, D.⁴

5
- 0000936734
- A. Padwa, S. F. Hornbuckle, Chem. Rev. 1991, 91, 263
- (1991) Chem. Rev. , vol.91 , pp. 263
- Padwa, A.¹ Hornbuckle, S.F.²

6
- 0000709206
- T. Ye, A. M. McKervey, Chem. Rev. 1994, 94, 1091
- (1994) Chem. Rev. , vol.94 , pp. 1091
- Ye, T.¹ McKervey, A.M.²

7
- 0003394220
- in, Wiley, New York, chapt.
- M. P. Doyle, M. A. McKervey, T. Ye, in Modern Catalytic Methods for Organic Synthesis with Diazo Compounds, Wiley, New York, 1998, chapt. 7, pp. 355-421
- (1998) Modern Catalytic Methods for Organic Synthesis with Diazo Compounds , pp. 355-421
- Doyle, M.P.¹ McKervey, M.A.² Ye, T.³

8
- 57249093643
- D. M. Hodgson, F. Y. T. M. Pierard, P. A. Stupple, Chem. Soc. Rev. 2001, 30, 50
- (2001) Chem. Soc. Rev. , vol.30 , pp. 50
- Hodgson, D.M.¹ Pierard, F.Y.T.M.² Stupple, P.A.³

9
- 0142108256
- in (Ed.: J. S. Clark), Oxford University Press, Oxford, Ch.
- J. S. Clark, in Nitrogen, Oxygen and Sulfur Ylide Chemistry, A Practical Approach in Chemistry (Ed.:, J. S. Clark,), Oxford University Press, Oxford, 2002, Ch. 1, pp. 1-113
- (2002) Nitrogen, Oxygen and Sulfur Ylide Chemistry, A Practical Approach in Chemistry , pp. 1-113
- Clark, J.S.¹

10
- 33750734672
- A. G. H. Wee, Curr. Org. Synth. 2006, 3, 499
- (2006) Curr. Org. Synth. , vol.3 , pp. 499
- Wee, A.G.H.¹

11
- 63049087923
- J. B. Sweeney, Chem. Soc. Rev. 2009, 38, 1027
- (2009) Chem. Soc. Rev. , vol.38 , pp. 1027
- Sweeney, J.B.¹

12
- 84874303999
- G. K. Murphy, C. Stewart, F. G. West, Tetrahedron 2013, 69, 2667.
- (2013) Tetrahedron , vol.69 , pp. 2667
- Murphy, G.K.¹ Stewart, C.² West, F.G.³

13
- 0000004354
- M. C. Pirrung, J. A. Werner, J. Am. Chem. Soc. 1986, 108, 6060
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 6060
- Pirrung, M.C.¹ Werner, J.A.²

14
- 33845376176
- E. J. Roskamp, C. R. Johnson, J. Am. Chem. Soc. 1986, 108, 6062.
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 6062
- Roskamp, E.J.¹ Johnson, C.R.²

15
- 0026663284
- J. S. Clark, Tetrahedron Lett. 1992, 33, 6193
- (1992) Tetrahedron Lett. , vol.33 , pp. 6193
- Clark, J.S.¹

16
- 0027318585
- J. S. Clark, S. A. Krowiak, L. J. Street, Tetrahedron Lett. 1993, 34, 4385
- (1993) Tetrahedron Lett. , vol.34 , pp. 4385
- Clark, J.S.¹ Krowiak, S.A.² Street, L.J.³

17
- 0028086259
- J. S. Clark, G. A. Whitlock, Tetrahedron Lett. 1994, 35, 6381
- (1994) Tetrahedron Lett. , vol.35 , pp. 6381
- Clark, J.S.¹ Whitlock, G.A.²

18
- 0030605866
- J. S. Clark, A. G. Dossetter, W. G. Whittingham, Tetrahedron Lett. 1996, 37, 5605
- (1996) Tetrahedron Lett. , vol.37 , pp. 5605
- Clark, J.S.¹ Dossetter, A.G.² Whittingham, W.G.³

19
- 0033591011
- J. S. Clark, A. G. Dossetter, A. J. Blake, W.-S. Li, W. G. Whittingham, Chem. Commun. 1999, 749
- (1999) Chem. Commun. , pp. 749
- Clark, J.S.¹ Dossetter, A.G.² Blake, A.J.³ Li, W.-S.⁴ Whittingham, W.G.⁵

20
- 0142125737
- J. S. Clark, G. Whitlock, S. Jiang, N. Onyia, Chem. Commun. 2003, 2578
- (2003) Chem. Commun. , pp. 2578
- Clark, J.S.¹ Whitlock, G.² Jiang, S.³ Onyia, N.⁴

21
- 2942569104
- J. S. Clark, T. C. Fessard, C. Wilson, Org. Lett. 2004, 6, 1773
- (2004) Org. Lett. , vol.6 , pp. 1773
- Clark, J.S.¹ Fessard, T.C.² Wilson, C.³

22
- 29044447699
- J. S. Clark, C. A. Baxter, J. L. Castro, Synthesis 2005, 3398
- (2005) Synthesis , pp. 3398
- Clark, J.S.¹ Baxter, C.A.² Castro, J.L.³

23
- 28444486321
- J. S. Clark, T. C. Fessard, G. A. Whitlock, Tetrahedron 2006, 62, 73
- (2006) Tetrahedron , vol.62 , pp. 73
- Clark, J.S.¹ Fessard, T.C.² Whitlock, G.A.³

24
- 31144446929
- J. S. Clark, S. B. Walls, C. Wilson, S. P. East, M. J. Drysdale, Eur. J. Org. Chem. 2006, 323
- (2006) Eur. J. Org. Chem. , pp. 323
- Clark, J.S.¹ Walls, S.B.² Wilson, C.³ East, S.P.⁴ Drysdale, M.J.⁵

25
- 35248885112
- J. S. Clark, C. Guérot, C. Wilson, A. J. Blake, Chem. Commun. 2007, 4134
- (2007) Chem. Commun. , pp. 4134
- Clark, J.S.¹ Guérot, C.² Wilson, C.³ Blake, A.J.⁴

26
- 53549121133
- J. S. Clark, S. T. Hayes, C. Wilson, L. Gobbi, Angew. Chem. 2007, 119, 441
- (2007) Angew. Chem. , vol.119 , pp. 441
- Clark, J.S.¹ Hayes, S.T.² Wilson, C.³ Gobbi, L.⁴

27
- 33846448716
- Angew. Chem. Int. Ed. 2007, 46, 437
- (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 437

28
- 38849189399
- J. S. Clark, C. A. Baxter, A. G. Dossetter, S. Poigny, J. L. Castro, W. G. Whittingham, J. Org. Chem. 2008, 73, 1040
- (2008) J. Org. Chem. , vol.73 , pp. 1040
- Clark, J.S.¹ Baxter, C.A.² Dossetter, A.G.³ Poigny, S.⁴ Castro, J.L.⁵ Whittingham, W.G.⁶

29
- 84875841960
- J. S. Clark, R. Berger, S. T. Hayes, L. H. Thomas, A. J. Morrison, L. Gobbi, Angew. Chem. 2010, 122, 10063
- (2010) Angew. Chem. , vol.122 , pp. 10063
- Clark, J.S.¹ Berger, R.² Hayes, S.T.³ Thomas, L.H.⁴ Morrison, A.J.⁵ Gobbi, L.⁶

30
- 78650262978
- Angew. Chem. Int. Ed. 2010, 49, 9867
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 9867

31
- 79961082941
- J. S. Clark, D. Vignard, A. Parkin, Org. Lett. 2011, 13, 3980
- (2011) Org. Lett. , vol.13 , pp. 3980
- Clark, J.S.¹ Vignard, D.² Parkin, A.³

32
- 84872567103
- J. S. Clark, R. Berger, S. T. Hayes, H. M. Senn, L. J. Farrugia, L. H. Thomas, A. J. Morrison, L. Gobbi, J. Org. Chem. 2013, 78, 673.
- (2013) J. Org. Chem. , vol.78 , pp. 673
- Clark, J.S.¹ Berger, R.² Hayes, S.T.³ Senn, H.M.⁴ Farrugia, L.J.⁵ Thomas, L.H.⁶ Morrison, A.J.⁷ Gobbi, L.⁸

33
- 33751390952
- T. H. Eberlein, F. G. West, R. W. Tester, J. Org. Chem. 1992, 57, 3479
- (1992) J. Org. Chem. , vol.57 , pp. 3479
- Eberlein, T.H.¹ West, F.G.² Tester, R.W.³

34
- 37049075893
- F. G. West, T. H. Eberlein, R. W. Tester, J. Chem. Soc. Perkin Trans. 1 1993, 2857
- (1993) J. Chem. Soc. Perkin Trans. 1 , pp. 2857
- West, F.G.¹ Eberlein, T.H.² Tester, R.W.³

35
- 0001345526
- F. G. West, B. N. Naidu, R. W. Tester, J. Org. Chem. 1994, 59, 6892
- (1994) J. Org. Chem. , vol.59 , pp. 6892
- West, F.G.¹ Naidu, B.N.² Tester, R.W.³

36
- 0034808793
- F. P. Marmsäter, F. G. West, J. Am. Chem. Soc. 2001, 123, 5144
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 5144
- Marmsäter, F.P.¹ West, F.G.²

37
- 0037017775
- F. P. Marmsäter, J. A. Vanecko, F. G. West, Tetrahedron 2002, 58, 2027
- (2002) Tetrahedron , vol.58 , pp. 2027
- Marmsäter, F.P.¹ Vanecko, J.A.² West, F.G.³

38
- 0345293172
- F. P. Marmsäter, G. K. Murphy, F. G. West, J. Am. Chem. Soc. 2003, 125, 14724
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 14724
- Marmsäter, F.P.¹ Murphy, G.K.² West, F.G.³

39
- 2542574170
- F. P. Marmsäter, J. A. Vanecko, F. G. West, Org. Lett. 2004, 6, 1657
- (2004) Org. Lett. , vol.6 , pp. 1657
- Marmsäter, F.P.¹ Vanecko, J.A.² West, F.G.³

40
- 33847633418
- G. K. Murphy, F. P. Marmsäter, F. G. West, Can. J. Chem. 2006, 84, 1470
- (2006) Can. J. Chem. , vol.84 , pp. 1470
- Murphy, G.K.¹ Marmsäter, F.P.² West, F.G.³

41
- 79951646856
- C. Stewart, R. McDonald, F. G. West, Org. Lett. 2011, 13, 720.
- (2011) Org. Lett. , vol.13 , pp. 720
- Stewart, C.¹ McDonald, R.² West, F.G.³

42
- 0026340688
- M. C. Pirrung, W. L. Brown, S. Rege, P. Laughton, J. Am. Chem. Soc. 1991, 113, 8561
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 8561
- Pirrung, M.C.¹ Brown, W.L.² Rege, S.³ Laughton, P.⁴

43
- 0035929428
- N. P. Karche, S. M. Jachak, D. D. Dhavale, J. Org. Chem. 2001, 66, 6323
- (2001) J. Org. Chem. , vol.66 , pp. 6323
- Karche, N.P.¹ Jachak, S.M.² Dhavale, D.D.³

44
- 24944552990
- T. Yakura, W. Muramatsu, J. Uenishi, Chem. Pharm. Bull. 2005, 53, 989
- (2005) Chem. Pharm. Bull. , vol.53 , pp. 989
- Yakura, T.¹ Muramatsu, W.² Uenishi, J.³

45
- 33750000289
- T. M. Weathers Jr., Y. Wang, M. P. Doyle, J. Org. Chem. 2006, 71, 8183
- (2006) J. Org. Chem. , vol.71 , pp. 8183
- Weathers, Jr.T.M.¹ Wang, Y.² Doyle, M.P.³

46
- 60949107620
- D. M. Hodgson, D. Angrish, S. P. Erickson, J. Kloesges, C. H. Lee, Org. Lett. 2008, 10, 5553
- (2008) Org. Lett. , vol.10 , pp. 5553
- Hodgson, D.M.¹ Angrish, D.² Erickson, S.P.³ Kloesges, J.⁴ Lee, C.H.⁵

47
- 79959787969
- D. M. Jaber, R. N. Burgin, M. Hepler, P. Zavalij, M. P. Doyle, Chem. Commun. 2011, 47, 7623
- (2011) Chem. Commun. , vol.47 , pp. 7623
- Jaber, D.M.¹ Burgin, R.N.² Hepler, M.³ Zavalij, P.⁴ Doyle, M.P.⁵

48
- 80051763668
- D. M. Hodgson, S. Man, Chem. Eur. J. 2011, 17, 9731.
- (2011) Chem. Eur. J. , vol.17 , pp. 9731
- Hodgson, D.M.¹ Man, S.²

49
- 0026481190
- N. McCarthy, M. A. McKervey, T. Ye, M. McCann, E. Murphy, M. P. Doyle, Tetrahedron Lett. 1992, 33, 5983
- (1992) Tetrahedron Lett. , vol.33 , pp. 5983
- McCarthy, N.¹ McKervey, M.A.² Ye, T.³ McCann, M.⁴ Murphy, E.⁵ Doyle, M.P.⁶

50
- 37049086170
- T. Ye, C. Fernández-García, M. A. McKervey, J. Chem. Soc. Perkin Trans. 1 1995, 1373
- (1995) J. Chem. Soc. Perkin Trans. 1 , pp. 1373
- Ye, T.¹ Fernández-García, C.² McKervey, M.A.³

51
- 17444445859
- N. Pierson, C. Fernández-García, M. A. McKervey, Tetrahedron Lett. 1997, 38, 4705
- (1997) Tetrahedron Lett. , vol.38 , pp. 4705
- Pierson, N.¹ Fernández-García, C.² McKervey, M.A.³

52
- 0030913338
- M. P. Doyle, D. G. Ene, D. C. Forbes, J. S. Tedrow, Tetrahedron Lett. 1997, 38, 4367
- (1997) Tetrahedron Lett. , vol.38 , pp. 4367
- Doyle, M.P.¹ Ene, D.G.² Forbes, D.C.³ Tedrow, J.S.⁴

53
- 0031963326
- J. S. Clark, M. Fretwell, G. A. Whitlock, C. J. Burns, D. N. A. Fox, Tetrahedron Lett. 1998, 39, 97
- (1998) Tetrahedron Lett. , vol.39 , pp. 97
- Clark, J.S.¹ Fretwell, M.² Whitlock, G.A.³ Burns, C.J.⁴ Fox, D.N.A.⁵

54
- 0032486807
- lit g>
- M. P. Doyle, D. C. Forbes, M. M. Vasbinder, C. S. Peterson, J. Am. Chem. Soc. 1998, 120, 7653;
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 7653
- Doyle, M.P.¹ Forbes, D.C.² Vasbinder, M.M.³ Peterson, C.S.⁴

55
- 0035902398
- D. M. Hodgson, M. Pertoliagi, Tetrahedron: Asymmetry 2001, 12, 877
- (2001) Tetrahedron: Asymmetry , vol.12 , pp. 877
- Hodgson, D.M.¹ Pertoliagi, M.²

56
- 0035801851
- S. Kitagaki, Y. Yanamoto, H. Tsutsui, M. Anada, M. Nakajima, S. Hashimoto, Tetrahedron Lett. 2001, 42, 6361
- (2001) Tetrahedron Lett. , vol.42 , pp. 6361
- Kitagaki, S.¹ Yanamoto, Y.² Tsutsui, H.³ Anada, M.⁴ Nakajima, M.⁵ Hashimoto, S.⁶

57
- 67650345243
- N. Shimada, S. Nakamura, M. Anada, M. Shiro, S. Hashimoto, Chem. Lett. 2009, 38, 488.
- (2009) Chem. Lett. , vol.38 , pp. 488
- Shimada, N.¹ Nakamura, S.² Anada, M.³ Shiro, M.⁴ Hashimoto, S.⁵

58
- 0030840478
- D. M. Hodgson, P. A. Stupple, C. Johnstone, Tetrahedron Lett. 1997, 38, 6471
- (1997) Tetrahedron Lett. , vol.38 , pp. 6471
- Hodgson, D.M.¹ Stupple, P.A.² Johnstone, C.³

59
- 0032516374
- H. Suga, H. Ishida, T. Ibata, Tetrahedron Lett. 1998, 39, 3165
- (1998) Tetrahedron Lett. , vol.39 , pp. 3165
- Suga, H.¹ Ishida, H.² Ibata, T.³

60
- 0033576992
- S. Kitagaki, M. Anada, O. Kataoka, K. Matsuno, C. Umeda, N. Watanabe, S. Hashimoto, J. Am. Chem. Soc. 1999, 121, 1417
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 1417
- Kitagaki, S.¹ Anada, M.² Kataoka, O.³ Matsuno, K.⁴ Umeda, C.⁵ Watanabe, N.⁶ Hashimoto, S.⁷

61
- 84873375029
- F. Rodier, M. Rajzmann, J.-L. Parrain, G. Chouraqui, L. Commeiras, Chem. Eur. J. 2013, 19, 2467.
- (2013) Chem. Eur. J. , vol.19 , pp. 2467
- Rodier, F.¹ Rajzmann, M.² Parrain, J.-L.³ Chouraqui, G.⁴ Commeiras, L.⁵

62
- 67651089980
- T. Yakura, K. Matsui, K. Matsuzaka, M. Yamashita, Heterocycles 2009, 79, 353.
- (2009) Heterocycles , vol.79 , pp. 353
- Yakura, T.¹ Matsui, K.² Matsuzaka, K.³ Yamashita, M.⁴

63
- 84859597712
- D. M. Jaber, R. N. Burgin, M. Helper, P. Y. Zavalij, M. P. Doyle, Org. Lett. 2012, 14, 1676.
- (2012) Org. Lett. , vol.14 , pp. 1676
- Jaber, D.M.¹ Burgin, R.N.² Helper, M.³ Zavalij, P.Y.⁴ Doyle, M.P.⁵

64
- 74849096538
- Z. Li, H. M. L. Davies, J. Am. Chem. Soc. 2010, 132, 396
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 396
- Li, Z.¹ Davies, H.M.L.²

65
- 84863528326
- Z. Li, B. T. Parr, H. M. L. Davies, J. Am. Chem. Soc. 2012, 134, 10942
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 10942
- Li, Z.¹ Parr, B.T.² Davies, H.M.L.³

66
- 84866499029
- Z. Li, V. Boyarskikh, J. H. Hansen, J. Autschbach, D. J. Musaev, H. M. L. Davies, J. Am. Chem. Soc. 2012, 134, 15497.
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 15497
- Li, Z.¹ Boyarskikh, V.² Hansen, J.H.³ Autschbach, J.⁴ Musaev, D.J.⁵ Davies, H.M.L.⁶

67
- 68949083014
- I. K. Mangion, I. K. Nwamba, M. Shevlin, M. A. Huffman, Org. Lett. 2009, 11, 3566.
- (2009) Org. Lett. , vol.11 , pp. 3566
- Mangion, I.K.¹ Nwamba, I.K.² Shevlin, M.³ Huffman, M.A.⁴

68
- 84872555467
- S. D. Yeoh, C. E. Skene, J. M. White, J. Org. Chem. 2013, 78, 311.
- (2013) J. Org. Chem. , vol.78 , pp. 311
- Yeoh, S.D.¹ Skene, C.E.² White, J.M.³

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