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Volumn 19, Issue 4, 2013, Pages 1199-1203

Bidentate hydroxyalkyl NHC ligands for the copper-catalyzed asymmetric allylic substitution of allyl phosphates with grignard reagents

(5) Magrez, Magaly a Le Guen, Yann a Baslé, Olivier a Crévisy, Christophe a Mauduit, Marc a

a UNIV RENNES (France)

Author keywords

allylic substitution; carbene ligands; chiral dienes; copper; Grignard reagents

Indexed keywords

ALLYLIC SUBSTITUTION; ASYMMETRIC ALLYLIC ALKYLATIONS; CARBENE LIGANDS; CHIRAL CENTERS; CHIRAL DIENES; GRIGNARD REAGENT; NATURAL PRODUCTS; NHC LIGANDS; STRUCTURAL MOTIFS;

ALLYLATION; CATALYSIS; COPPER; OLEFINS; PHOSPHATES; SUBSTITUTION REACTIONS;

LIGANDS;

EID: 84872484298 PISSN: 09476539 EISSN: 15213765 Source Type: Journal
DOI: 10.1002/chem.201203969 Document Type: Article

Times cited : (66)

References (62)

1
- 64549085877
- D. Seyferth, Organometallics 2009, 28, 1598-1605; in cross-coupling reactions
- (2009) Organometallics , vol.28 , pp. 1598-1605
- Seyferth, D.¹

2
- 57549086032
- J. Terao, N. Kambe, Acc. Chem. Res. 2008, 41, 1545-1554
- (2008) Acc. Chem. Res. , vol.41 , pp. 1545-1554
- Terao, J.¹ Kambe, N.²

3
- 84868261697
- O. M. Kuzmina, A. K. Steib, D. Flubacher, P. Knochel, Org. Lett. 2012, 14, 4818-4821
- (2012) Org. Lett. , vol.14 , pp. 4818-4821
- Kuzmina, O.M.¹ Steib, A.K.² Flubacher, D.³ Knochel, P.⁴

4
- 84865443668
- T. Hatakeyama, Y. Okada, Y. Yoshimoto, M. Nakamura, Angew. Chem. 2011, 123, 11165-11168
- (2011) Angew. Chem. , vol.123 , pp. 11165-11168
- Hatakeyama, T.¹ Okada, Y.² Yoshimoto, Y.³ Nakamura, M.⁴

5
- 80855128794
- Angew. Chem. Int. Ed. 2011, 50, 10973-10976
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 10973-10976

6
- 84872484355
- B. L. H. Taylor, M. R. Harris, E. R. Jarvo, B. L. H. Taylor, M. R. Harris, E. R. Jarvo, Angew. Chem. 2012, 124, 7910-7913
- (2012) Angew. Chem. , vol.124 , pp. 7910-7913
- Taylor, B.L.H.¹ Harris, M.R.² Jarvo, E.R.³ Taylor, B.L.H.⁴ Harris, M.R.⁵ Jarvo, E.R.⁶

7
- 84864411111
- Angew. Chem. Int. Ed. 2012, 51, 7790-7793
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 7790-7793

8
- 84872466540
- P. Ren, L.-A. Stern, X. Hu, P. Ren, L.-A. Stern, X. Hu, Angew. Chem. 2012, 124, 9244-9247
- (2012) Angew. Chem. , vol.124 , pp. 9244-9247
- Ren, P.¹ Stern, L.-A.² Hu, X.³ Ren, P.⁴ Stern, L.-A.⁵ Hu, X.⁶

9
- 84865838299
- Angew. Chem. Int. Ed. 2012, 51, 9110-9113; in conjugated addition reactions
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 9110-9113

10
- 34147221694
- F. Lõpez, A. J. Minnaard, B. L. Feringa, Acc. Chem. Res. 2007, 40, 179-188; in C-H bond-activation reactions
- (2007) Acc. Chem. Res. , vol.40 , pp. 179-188
- Lõpez, F.¹ Minnaard, A.J.² Feringa, B.L.³

11
- 79957775911
- L. Ilies, S. Asako, E. Nakamura, J. Am. Chem. Soc. 2011, 133, 7672-7675
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 7672-7675
- Ilies, L.¹ Asako, S.² Nakamura, E.³

12
- 79960263854
- B. Li, Z.-H. Wu, Y.-F. Gu, C.-L. Sun, B.-Q. Wang, Z.-J. Shi, B. Li, Z.-H. Wu, Y.-F. Gu, C.-L. Sun, B.-Q. Wang, Z.-J. Shi, Angew. Chem. 2011, 123, 1141-1145
- (2011) Angew. Chem. , vol.123 , pp. 1141-1145
- Li, B.¹ Wu, Z.-H.² Gu, Y.-F.³ Sun, C.-L.⁴ Wang, B.-Q.⁵ Shi, Z.-J.⁶ Li, B.⁷ Wu, Z.-H.⁸ Gu, Y.-F.⁹ Sun, C.-L.¹⁰ Wang, B.-Q.¹¹ Shi, Z.-J.¹²

13
- 79251553730
- Angew. Chem. Int. Ed. 2011, 50, 1109-1113.
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 1109-1113

14
- 51049107936
- S. R. Harutyunyan, T. den Hartog, K. Geurts, A. J. Minnaard, B. L. Feringa, Chem. Rev. 2008, 108, 2824-2852
- (2008) Chem. Rev. , vol.108 , pp. 2824-2852
- Harutyunyan, S.R.¹ Den Hartog, T.² Geurts, K.³ Minnaard, A.J.⁴ Feringa, B.L.⁵

15
- 51049122142
- A. Alexakis, J. E. Bäckvall, N. Krause, O. Pàmies, M. Diéguez, Chem. Rev. 2008, 108, 2796-2823
- (2008) Chem. Rev. , vol.108 , pp. 2796-2823
- Alexakis, A.¹ Bäckvall, J.E.² Krause, N.³ Pàmies, O.⁴ Diéguez, M.⁵

16
- 82055185428
- Transition metal catalyzed enantioselective allylic substitution in organic synthesis
- (Ed: U. Kazmaier), WILEY-VCH, Weinheim
- J. B. Langlois, A. Alexakis, Transition Metal Catalyzed Enantioselective Allylic Substitution in Organic Synthesis, in Topics in Organomet. Chem. Vol. 38 (Ed:, U. Kazmaier,), WILEY-VCH, Weinheim, 2012, pp. 235-268.
- (2012) Topics in Organomet. Chem. , vol.38 , pp. 235-268
- Langlois, J.B.¹ Alexakis, A.²

17
- 0034725135
- G. J. Meuzelaar, A. S. E. Karlstrom, M. Van Klaveren, E. S. M. Persson, A. Del Villar, G. Van Koten, J.-E. Bäckvall, Tetrahedron 2000, 56, 2895-2903
- (2000) Tetrahedron , vol.56 , pp. 2895-2903
- Meuzelaar, G.J.¹ Karlstrom, A.S.E.² Van Klaveren, M.³ Persson, E.S.M.⁴ Del Villar, A.⁵ Van Koten, G.⁶ Bäckvall, J.-E.⁷

18
- 33646373642
- H. K. Cotton, J. Norinder, J.-E. Bäckvall, Tetrahedron 2006, 62, 5632-5640
- (2006) Tetrahedron , vol.62 , pp. 5632-5640
- Cotton, H.K.¹ Norinder, J.² Bäckvall, J.-E.³

19
- 0034972758
- A. S. E. Karlström, F. F. Huerta, G. J. Meuzelaar, J.-E. Backväll, Synlett 2001, 923-926
- (2001) Synlett , pp. 923-926
- Karlström, A.S.E.¹ Huerta, F.F.² Meuzelaar, G.J.³ Backväll, J.-E.⁴

20
- 41149171951
- H. Seo, D. Hirsch-Weil, K. A. Abboud, S. Hong, J. Org. Chem. 2008, 73, 1983-1986.
- (2008) J. Org. Chem. , vol.73 , pp. 1983-1986
- Seo, H.¹ Hirsch-Weil, D.² Abboud, K.A.³ Hong, S.⁴

21
- 0034971471
- A. Alexakis, C. Malan, L. Lea, C. Benhaim, X. Fournioux, Synlett 2001, 927-930
- (2001) Synlett , pp. 927-930
- Alexakis, A.¹ Malan, C.² Lea, L.³ Benhaim, C.⁴ Fournioux, X.⁵

22
- 0042236976
- A. Alexakis, K. Croset, Org. Lett. 2002, 4, 4147-4149
- (2002) Org. Lett. , vol.4 , pp. 4147-4149
- Alexakis, A.¹ Croset, K.²

23
- 17644389731
- K. Tissot-Croset, D. Polet, A. Alexakis, Angew. Chem. 2004, 116, 2480-2482
- (2004) Angew. Chem. , vol.116 , pp. 2480-2482
- Tissot-Croset, K.¹ Polet, D.² Alexakis, A.³

24
- 3042695125
- Angew. Chem. Int. Ed. 2004, 43, 2426-2428
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 2426-2428

25
- 4544266356
- B. Breit, P. Demel, C. Studte, B. Breit, P. Demel, C. Studte, Angew. Chem. Int. Ed. 2004, 116, 3874-3877
- (2004) Angew. Chem. Int. Ed. , vol.116 , pp. 3874-3877
- Breit, B.¹ Demel, P.² Studte, C.³ Breit, B.⁴ Demel, P.⁵ Studte, C.⁶

26
- 4544273059
- Angew. Chem. Int. Ed. 2004, 43, 3786-3789.
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 3786-3789

27
- 33845432746
- Y. Lee, A. H. Hoveyda, J. Am. Chem. Soc. 2006, 128, 15604-15605
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 15604-15605
- Lee, Y.¹ Hoveyda, A.H.²

28
- 78149431677
- O. Jackowski, A. Alexakis, Angew. Chem. 2010, 122, 3418-3422
- (2010) Angew. Chem. , vol.122 , pp. 3418-3422
- Jackowski, O.¹ Alexakis, A.²

29
- 77951683946
- Angew. Chem. Int. Ed. 2010, 49, 3346-3350.
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 3346-3350

30
- 82055185428
- J.-B. Langlois, A. Alexakis, Top. Organomet. Chem. 2011, 38, 235-268.
- (2011) Top. Organomet. Chem. , vol.38 , pp. 235-268
- Langlois, J.-B.¹ Alexakis, A.²

31
- 0001712693
- C. A. Luchaco-Cullis, H. Mizutani, K. E. Murphy, A. H. Hoveyda, Angew. Chem. 2001, 113, 1504-1508
- (2001) Angew. Chem. , vol.113 , pp. 1504-1508
- Luchaco-Cullis, C.A.¹ Mizutani, H.² Murphy, K.E.³ Hoveyda, A.H.⁴

32
- 0035901668
- Angew. Chem. Int. Ed. 2001, 40, 1456-1460
- (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 1456-1460

33
- 4344569716
- M. A. Kacprzynski, A. H. Hoveyda, J. Am. Chem. Soc. 2004, 126, 10676-10681
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 10676-10681
- Kacprzynski, M.A.¹ Hoveyda, A.H.²

34
- 4544235332
- A. O. Larsen, W. Leu, C. N. Oberhuber, J. E. Campbell, A. H. Hoveyda, J. Am. Chem. Soc. 2004, 126, 11130-11131
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 11130-11131
- Larsen, A.O.¹ Leu, W.² Oberhuber, C.N.³ Campbell, J.E.⁴ Hoveyda, A.H.⁵

35
- 18644377613
- J. J. Van Veldhuizen, J. E. Campbell, R. E. Giudici, A. H. Hoveyda, J. Am. Chem. Soc. 2005, 127, 6877-6882.
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 6877-6882
- Van Veldhuizen, J.J.¹ Campbell, J.E.² Giudici, R.E.³ Hoveyda, A.H.⁴

36
- 40149087402
- Y. Lee, K. Akiyama, D. G. Gillingham, M. K. Brown, A. H. Hoveyda, J. Am. Chem. Soc. 2008, 130, 446-447
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 446-447
- Lee, Y.¹ Akiyama, K.² Gillingham, D.G.³ Brown, M.K.⁴ Hoveyda, A.H.⁵

37
- 77957694478
- F. Gao, K. P. McGrath, Y. Lee, A. H. Hoveyda, J. Am. Chem. Soc. 2010, 132, 14315-4320
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 14315-14320
- Gao, F.¹ McGrath, K.P.² Lee, Y.³ Hoveyda, A.H.⁴

38
- 79958036849
- K. Akiyama, F. Gao, A. H. Hoveyda, Angew. Chem. 2010, 122, 429-433
- (2010) Angew. Chem. , vol.122 , pp. 429-433
- Akiyama, K.¹ Gao, F.² Hoveyda, A.H.³

39
- 73349084972
- Angew. Chem. Int. Ed. 2010, 49, 419-423
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 419-423

40
- 79952543808
- F. Gao, Y. Lee, K. Mandai, A. H. Hoveyda, Angew. Chem. 2010, 122, 8548-8552
- (2010) Angew. Chem. , vol.122 , pp. 8548-8552
- Gao, F.¹ Lee, Y.² Mandai, K.³ Hoveyda, A.H.⁴

41
- 78149439210
- Angew. Chem. Int. Ed. 2010, 49, 8370-8374
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 8370-8374

42
- 79953854839
- J. A. Dabrowski, F. Gao, A. H. Hoveyda, J. Am. Chem. Soc. 2011, 133, 4778-4781.
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 4778-4781
- Dabrowski, J.A.¹ Gao, F.² Hoveyda, A.H.³

43
- 66149142689
- N. Yoshikai, K. Miura, E. Nakamura, Adv. Synth. Catal. 2009, 351, 1014-1018.
- (2009) Adv. Synth. Catal. , vol.351 , pp. 1014-1018
- Yoshikai, N.¹ Miura, K.² Nakamura, E.³

44
- 33645450637
- N2′ selectivity (80 %) was obtained with the Josiphos ligand for the addition of MeMgBr to cinnamyl phosphate; see:, F. Lõpez, A. W. van Zijl, A. J. Minnaard, B. L. Feringa, Chem. Commun. 2006, 409-411.
- (2006) Chem. Commun. , pp. 409-411
- Lõpez, F.¹ Van Zijl, A.W.² Minnaard, A.J.³ Feringa, B.L.⁴

45
- 84858284179
- N2′ selectivity (70 %) was obtained with a phosphite ligand for the addition of EtMgBr to cinnamyl phosphate; see:, M. Magre, J. Mazuela, M. Diéguez, O. Pàmies, A. Alexakis, Tetrahedron: Asymmetry 2012, 23, 67-71.
- (2012) Tetrahedron: Asymmetry , vol.23 , pp. 67-71
- Magre, M.¹ Mazuela, J.² Diéguez, M.³ Pàmies, O.⁴ Alexakis, A.⁵

46
- 77953894354
- T. Jennequin, J. Wencel-Delord, D. Rix, J. Daubignard, C. Crévisy, M. Mauduit, Synlett 2010, 1661-1665.
- (2010) Synlett , pp. 1661-1665
- Jennequin, T.¹ Wencel-Delord, J.² Rix, D.³ Daubignard, J.⁴ Crévisy, C.⁵ Mauduit, M.⁶

47
- 27644511728
- H. Clavier, L. Coutable, L. Toupet, J.-C. Guillemin, M. Mauduit, J. Organomet. Chem. 2005, 690, 5237-5254
- (2005) J. Organomet. Chem. , vol.690 , pp. 5237-5254
- Clavier, H.¹ Coutable, L.² Toupet, L.³ Guillemin, J.-C.⁴ Mauduit, M.⁵

48
- 33745728242
- D. Martin, S. Kehrli, M. d′Augustin, H. Clavier, M. Mauduit, A. Alexakis, J. Am. Chem. Soc. 2006, 128, 8416-8417
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 8416-8417
- Martin, D.¹ Kehrli, S.² Daugustin, M.³ Clavier, H.⁴ Mauduit, M.⁵ Alexakis, A.⁶

49
- 58249110480
- H. Hénon, M. Mauduit, A. Alexakis, Angew. Chem. 2008, 120, 9262-9264
- (2008) Angew. Chem. , vol.120 , pp. 9262-9264
- Hénon, H.¹ Mauduit, M.² Alexakis, A.³

50
- 56249120231
- Angew. Chem. Int. Ed. 2008, 47, 9122-9124
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 9122-9124

51
- 77955871808
- S. Kehrli, D. Martin, D. Rix, M. Mauduit, A. Alexakis, Chem. Eur. J. 2010, 16, 9890-9904.
- (2010) Chem. Eur. J. , vol.16 , pp. 9890-9904
- Kehrli, S.¹ Martin, D.² Rix, D.³ Mauduit, M.⁴ Alexakis, A.⁵

52
- 77956317762
- R. Shintani, K. Takatsu, T. Hayashi, Chem. Commun. 2010, 46, 6822-6824
- (2010) Chem. Commun. , vol.46 , pp. 6822-6824
- Shintani, R.¹ Takatsu, K.² Hayashi, T.³

53
- 80052443507
- K. Takatsu, R. Shintani, T. Hayashi, Angew. Chem. 2011, 123, 5662-5666
- (2011) Angew. Chem. , vol.123 , pp. 5662-5666
- Takatsu, K.¹ Shintani, R.² Hayashi, T.³

54
- 79958074822
- Angew. Chem. Int. Ed. 2011, 50, 5548-5552
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 5548-5552

55
- 84859554465
- R. Shintani, K. Takatsu, M. Takeda, T. Hayashi, Angew. Chem. 2011, 123, 8815-8818
- (2011) Angew. Chem. , vol.123 , pp. 8815-8818
- Shintani, R.¹ Takatsu, K.² Takeda, M.³ Hayashi, T.⁴

56
- 80052466726
- Angew. Chem. Int. Ed. 2011, 50, 8656-8659.
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 8656-8659

57
- 84859700410
- N. Yoshikai, E. Nakamura, Chem. Rev. 2012, 112, 2339-2372.
- (2012) Chem. Rev. , vol.112 , pp. 2339-2372
- Yoshikai, N.¹ Nakamura, E.²

58
- 84867216428
- H. Li, A. Alexakis, Angew. Chem. 2012, 124, 1079-1082
- (2012) Angew. Chem. , vol.124 , pp. 1079-1082
- Li, H.¹ Alexakis, A.²

59
- 84862908033
- Angew. Chem. Int. Ed. 2012, 51, 1055-1058.
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 1055-1058

60
- 77954901339
- A Ti-mediated stereoselective synthesis of skipped dienes was recently described:, T. K. Macklin, G. C. Micalizio, Nat. Chem. 2010, 2, 638-643.
- (2010) Nat. Chem. , vol.2 , pp. 638-643
- MacKlin, T.K.¹ Micalizio, G.C.²

61
- 33947673321
- J. Pospíšil, I. E. Markõ, J. Am. Chem. Soc. 2007, 129, 3516-3517
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 3516-3517
- Pospíšil, J.¹ Markõ, I.E.²

62
- 63149167445
- T. K. Macklin, G. C. Micalizio, J. Am. Chem. Soc. 2009, 131, 1392-1393.
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 1392-1393
- MacKlin, T.K.¹ Micalizio, G.C.²

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