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Chemical Communications

Volumn 51, Issue 2, 2015, Pages 342-345

Rhodium(iii)-catalyzed C-H allylation of electron-deficient alkenes with allyl acetates

(3) Feng, Chao a Feng, Daming a Loh, Teck Peng a,b

a Nanyang Technological University (Singapore)

b UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA (China)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; ACRYLAMIDE DERIVATIVE; ALKADIENE; ALKENE DERIVATIVE; NUCLEOPHILE; RHODIUM; TRANSITION ELEMENT; ALKENE; ALLYL ACETATE; ALLYL COMPOUND;

ALKYLATION; ALLYLATION; ARTICLE; CATALYST; COVALENT BOND; ELECTROPHILICITY; NUCLEAR OVERHAUSER EFFECT; STEREOCHEMISTRY; CATALYSIS; CHEMISTRY; ELECTRON;

ACETATES; ACRYLAMIDES; ALKENES; ALLYL COMPOUNDS; CATALYSIS; ELECTRONS; RHODIUM;

EID: 84916198276 PISSN: 13597345 EISSN: 1364548X Source Type: Journal
DOI: 10.1039/c4cc07597h Document Type: Article

Times cited : (79)

References (65)

1
- 0034247817
- J. A. Marshall Chem. Rev. 2000 100 3163
- (2000) Chem. Rev. , vol.100 , pp. 3163
- Marshall, J.A.¹

2
- 0036838724
- For the selected examples of Pd-catalyzed allylic substitution via β-OAc elimination process, see
- R. Schobert G. J. Gordon Curr. Org. Chem. 2002 6 1181
- (2002) Curr. Org. Chem. , vol.6 , pp. 1181
- Schobert, R.¹ Gordon, G.J.²

3
- 67749108290
- H. Ohmiya Y. Makida T. Tanaka M. Sawamura J. Am. Chem. Soc. 2008 130 17276
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 17276
- Ohmiya, H.¹ Makida, Y.² Tanaka, T.³ Sawamura, M.⁴

4
- 0033617433
- Y. Uozumi H. Danjo T. Hayashi J. Org. Chem. 1999 64 3384
- (1999) J. Org. Chem. , vol.64 , pp. 3384
- Uozumi, Y.¹ Danjo, H.² Hayashi, T.³

5
- 0022012266
- N. Miyaura K. Yamada H. Suginome A. Suzuli J. Am. Chem. Soc. 1985 107 972
- (1985) J. Am. Chem. Soc. , vol.107 , pp. 972
- Miyaura, N.¹ Yamada, K.² Suginome, H.³ Suzuli, A.⁴

6
- 0001506677
- J. Ramnauth O. Poulin S. Rakhit S. P. Maddaford Org. Lett. 2001 3 2013
- (2001) Org. Lett. , vol.3 , pp. 2013
- Ramnauth, J.¹ Poulin, O.² Rakhit, S.³ Maddaford, S.P.⁴

7
- 0025606641
- J.-Y. Legros J.-C. Fiaud Tetrahedron Lett. 1990 31 7453
- (1990) Tetrahedron Lett. , vol.31 , pp. 7453
- Legros, J.-Y.¹ Fiaud, J.-C.²

8
- 0036336113
- D. Bouyssi V. Gerusz G. Balme Eur. J. Org. Chem. 2002 2445
- (2002) Eur. J. Org. Chem. , pp. 2445
- Bouyssi, D.¹ Gerusz, V.² Balme, G.³

9
- 11844294949
- M. Lautens E. Tayama C. Herse J. Am. Chem. Soc. 2005 127 72
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 72
- Lautens, M.¹ Tayama, E.² Herse, C.³

10
- 27144442415
- B. Mariampillai C. Herse M. Lautens Org. Lett. 2005 7 4745
- (2005) Org. Lett. , vol.7 , pp. 4745
- Mariampillai, B.¹ Herse, C.² Lautens, M.³

11
- 0000185561
- J. C.-Y. Cheng G. D. Daves Jr. Organometallics 1986 5 1753
- (1986) Organometallics , vol.5 , pp. 1753
- Cheng, J.C.-Y.¹ Daves, G.D.²

12
- 33746301548
- G. Zhu X. Lu Organometallics 1995 14 4899
- (1995) Organometallics , vol.14 , pp. 4899
- Zhu, G.¹ Lu, X.²

13
- 0034625935
- Q. Zhang X. Lu J. Am. Chem. Soc. 2000 122 7604
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 7604
- Zhang, Q.¹ Lu, X.²

14
- 23944446153
- For the selected examples of Pd-catalyzed allylic substitution via β-H elimination process, see
- X. Lu Top. Catal. 2005 35 73
- (2005) Top. Catal. , vol.35 , pp. 73
- Lu, X.¹

15
- 33845217953
- J. H. Delcamp M. C. White J. Am. Chem. Soc. 2006 128 15076
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 15076
- Delcamp, J.H.¹ White, M.C.²

16
- 39749102821
- J. Ruan X. Li O. Saidi J. Xiao J. Am. Chem. Soc. 2008 130 2424
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 2424
- Ruan, J.¹ Li, X.² Saidi, O.³ Xiao, J.⁴

17
- 67650289783
- Y. Su N. Jiao Org. Lett. 2009 11 2980
- (2009) Org. Lett. , vol.11 , pp. 2980
- Su, Y.¹ Jiao, N.²

18
- 84862908263
- Y. Zhang Z. Li Z.-Q. Liu Org. Lett. 2012 14 226
- (2012) Org. Lett. , vol.14 , pp. 226
- Zhang, Y.¹ Li, Z.² Liu, Z.-Q.³

19
- 84862907896
- For the selected examples of Cu-catalyzed asymmetric allylic alkylation reaction, see
- Z. Li Y. Zhang Z.-Q. Liu Org. Lett. 2012 14 74
- (2012) Org. Lett. , vol.14 , pp. 74
- Li, Z.¹ Zhang, Y.² Liu, Z.-Q.³

20
- 0042368347
- F. Dubner P. Knochel Angew. Chem., Int. Ed. 1999 38 379
- (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 379
- Dubner, F.¹ Knochel, P.²

21
- 40149087402
- Y. Lee K. Akiyama D. G. Gillingham K. Brown A. H. Hoveyda J. Am. Chem. Soc. 2008 130 446
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 446
- Lee, Y.¹ Akiyama, K.² Gillingham, D.G.³ Brown, K.⁴ Hoveyda, A.H.⁵

22
- 36849074311
- H. Ito S. Ito Y. Sasaki K. Matsuura M. Sawamura J. Am. Chem. Soc. 2007 129 14856
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 14856
- Ito, H.¹ Ito, S.² Sasaki, Y.³ Matsuura, K.⁴ Sawamura, M.⁵

23
- 33845443952
- K. Geurts S. P. Fletcher B. L. Feringa J. Am. Chem. Soc. 2006 128 15572
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 15572
- Geurts, K.¹ Fletcher, S.P.² Feringa, B.L.³

24
- 34250704681
- M. A. Kacprzynski T. L. May S. A. Kazane A. H. Hoveyda Angew. Chem., Int. Ed. 2007 46 4554
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 4554
- Kacprzynski, M.A.¹ May, T.L.² Kazane, S.A.³ Hoveyda, A.H.⁴

25
- 84869465302
- For selected examples of Rh(iii)-catalyzed C-H functionalization, see
- Y. Shido M. Yoshida M. Tanabe H. Ohmiya M. Sawamura J. Am. Chem. Soc. 2012 134 18573
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 18573
- Shido, Y.¹ Yoshida, M.² Tanabe, M.³ Ohmiya, H.⁴ Sawamura, M.⁵

26
- 34147156671
- K. Ueura T. Satoh M. Miura Org. Lett. 2007 9 1407
- (2007) Org. Lett. , vol.9 , pp. 1407
- Ueura, K.¹ Satoh, T.² Miura, M.³

27
- 57549086217
- D. R. Stuart M. Bertrand-Laperle K. M. N. Burgess K. Fagnou J. Am. Chem. Soc. 2008 130 16474
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 16474
- Stuart, D.R.¹ Bertrand-Laperle, M.² Burgess, K.M.N.³ Fagnou, K.⁴

28
- 69349098824
- N. Guimond K. Fagnou J. Am. Chem. Soc. 2009 131 12050
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 12050
- Guimond, N.¹ Fagnou, K.²

29
- 77952570693
- N. Guimond C. Gouliaras K. Fagnou J. Am. Chem. Soc. 2010 132 6908
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 6908
- Guimond, N.¹ Gouliaras, C.² Fagnou, K.³

30
- 79955035089
- N. Guimond S. I. Gorelsky K. Fagnou J. Am. Chem. Soc. 2011 133 6449
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 6449
- Guimond, N.¹ Gorelsky, S.I.² Fagnou, K.³

31
- 77954637248
- S. Rakshit F. W. Patureau F. Glorius J. Am. Chem. Soc. 2010 132 9585
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 9585
- Rakshit, S.¹ Patureau, F.W.² Glorius, F.³

32
- 77955797760
- F. W. Patureau F. Glorius J. Am. Chem. Soc. 2010 132 9982
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 9982
- Patureau, F.W.¹ Glorius, F.²

33
- 84861399854
- N. Shroder J. Wencel-Delord F. Glorius J. Am. Chem. Soc. 2012 134 8298
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 8298
- Shroder, N.¹ Wencel-Delord, J.² Glorius, F.³

34
- 84879396212
- D.-G. Yu M. Suri F. Glorius J. Am. Chem. Soc. 2013 135 8802
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 8802
- Yu, D.-G.¹ Suri, M.² Glorius, F.³

35
- 77955035554
- T. K. Hyster T. Rovis J. Am. Chem. Soc. 2010 132 10565
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 10565
- Hyster, T.K.¹ Rovis, T.²

36
- 84867768045
- T. K. Hyster L. Knorr T. R. Ward T. Rovis Science 2012 338 500
- (2012) Science , vol.338 , pp. 500
- Hyster, T.K.¹ Knorr, L.² Ward, T.R.³ Rovis, T.⁴

37
- 84894461238
- J. M. Neely T. Rovis J. Am. Chem. Soc. 2014 136 2735
- (2014) J. Am. Chem. Soc. , vol.136 , pp. 2735
- Neely, J.M.¹ Rovis, T.²

38
- 79551703428
- A. S. Tsai M. E. Tauchert R. G. Bergman J. A. Ellman J. Am. Chem. Soc. 2011 133 1248
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 1248
- Tsai, A.S.¹ Tauchert, M.E.² Bergman, R.G.³ Ellman, J.A.⁴

39
- 79960887414
- K. D. Hesp R. G. Bergman J. A. Ellman J. Am. Chem. Soc. 2011 133 11430
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 11430
- Hesp, K.D.¹ Bergman, R.G.² Ellman, J.A.³

40
- 84862195347
- R. Zeng C. Fu S. Ma J. Am. Chem. Soc. 2012 134 9597
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 9597
- Zeng, R.¹ Fu, C.² Ma, S.³

41
- 79951872868
- Y. Li B.-J. Li W.-H. Wang W.-P. Huang X.-S. Zhang K. Chen Z.-J. Shi Angew. Chem., Int. Ed. 2011 50 2115
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 2115
- Li, Y.¹ Li, B.-J.² Wang, W.-H.³ Huang, W.-P.⁴ Zhang, X.-S.⁵ Chen, K.⁶ Shi, Z.-J.⁷

42
- 84886804321
- F. Xie Z. Qi X. Li Angew. Chem., Int. Ed. 2013 52 11862
- (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 11862
- Xie, F.¹ Qi, Z.² Li, X.³

43
- 84874236932
- X. Li S. Yu F. Wang B. Wan X. Yu Angew. Chem., Int. Ed. 2013 52 2577
- (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 2577
- Li, X.¹ Yu, S.² Wang, F.³ Wan, B.⁴ Yu, X.⁵

44
- 84861841569
- J. Y. Kim S. H. Park J. Ryu S. H. Cho S. H. Kim S. Chang J. Am. Chem. Soc. 2012 134 9110
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 9110
- Kim, J.Y.¹ Park, S.H.² Ryu, J.³ Cho, S.H.⁴ Kim, S.H.⁵ Chang, S.⁶

45
- 84865419326
- W.-W. Chan S.-F. Lo Z. Zhou W.-Y. Yu J. Am. Chem. Soc. 2012 134 13565
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 13565
- Chan, W.-W.¹ Lo, S.-F.² Zhou, Z.³ Yu, W.-Y.⁴

46
- 84862195347
- R. Zeng C. Fu S. Ma J. Am. Chem. Soc. 2012 134 9597
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 9597
- Zeng, R.¹ Fu, C.² Ma, S.³

47
- 84872585984
- B. Ye N. Cramer J. Am. Chem. Soc. 2013 135 636
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 636
- Ye, B.¹ Cramer, N.²

48
- 79851477639
- S. A. Tsai M. Brasse G. R. Bergman J. A. Ellman Org. Lett. 2011 13 540
- (2011) Org. Lett. , vol.13 , pp. 540
- Tsai, S.A.¹ Brasse, M.² Bergman, G.R.³ Ellman, J.A.⁴

49
- 84877292512
- H. Wang N. Schroder F. Glorius Angew. Chem., Int. Ed. 2013 52 5386
- (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 5386
- Wang, H.¹ Schroder, N.² Glorius, F.³

50
- 84887530181
- H. Wang B. Beiring D.-G. Yu K. D. Collins F. Glorius Angew. Chem., Int. Ed. 2013 52 12430
- (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 12430
- Wang, H.¹ Beiring, B.² Yu, D.-G.³ Collins, K.D.⁴ Glorius, F.⁵

51
- 84880568113
- C. Feng D. Feng T.-P. Loh Org. Lett. 2013 15 3670
- (2013) Org. Lett. , vol.15 , pp. 3670
- Feng, C.¹ Feng, D.² Loh, T.-P.³

52
- 84887516902
- C. Feng T.-P. Loh Angew. Chem., Int. Ed. 2013 52 12414
- (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 12414
- Feng, C.¹ Loh, T.-P.²

53
- 67749127553
- Y.-H. Xu J. Lu T.-P. Loh J. Am. Chem. Soc. 2009 131 1372
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 1372
- Xu, Y.-H.¹ Lu, J.² Loh, T.-P.³

54
- 70349920814
- H. Zhou Y.-H. Xu W. J. Chung T.-P. Loh Angew. Chem., Int. Ed. 2009 48 5355
- (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 5355
- Zhou, H.¹ Xu, Y.-H.² Chung, W.J.³ Loh, T.-P.⁴

55
- 84868095946
- C. Feng T.-P. Loh Chem. Sci. 2012 3 3458
- (2012) Chem. Sci. , vol.3 , pp. 3458
- Feng, C.¹ Loh, T.-P.²

56
- 84861625900
- S. Pankajakshan Y.-H. Xu J. K. Cheng M. T. Low T.-P. Loh Angew. Chem., Int. Ed. 2012 51 5701
- (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 5701
- Pankajakshan, S.¹ Xu, Y.-H.² Cheng, J.K.³ Low, M.T.⁴ Loh, T.-P.⁵

57
- 84886822822
- Z.-K. Wen Y.-H. Xu T.-P. Loh Chem. Sci. 2013 4 4520
- (2013) Chem. Sci. , vol.4 , pp. 4520
- Wen, Z.-K.¹ Xu, Y.-H.² Loh, T.-P.³

58
- 84867195781
- Z.-K. Wen Y.-H. Xu T.-P. Loh Chem.-Eur. J. 2012 18 13284
- (2012) Chem.-Eur. J. , vol.18 , pp. 13284
- Wen, Z.-K.¹ Xu, Y.-H.² Loh, T.-P.³

59
- 80052535011
- C. Feng T.-P. Loh Chem. Commun. 2011 47 10458
- (2011) Chem. Commun. , vol.47 , pp. 10458
- Feng, C.¹ Loh, T.-P.²

60
- 84897583903
- C. Feng T.-P. Loh Angew. Chem., Int. Ed. 2014 53 2722
- (2014) Angew. Chem., Int. Ed. , vol.53 , pp. 2722
- Feng, C.¹ Loh, T.-P.²

61
- 84868014063
- J. Zhang T.-P. Loh Chem. Commun. 2012 48 11232
- (2012) Chem. Commun. , vol.48 , pp. 11232
- Zhang, J.¹ Loh, T.-P.²

62
- 84903728342
- C. Feng T.-P. Loh Org. Lett. 2014 16 3444
- (2014) Org. Lett. , vol.16 , pp. 3444
- Feng, C.¹ Loh, T.-P.²

63
- 84905499395
- C. Feng D. Feng T.-P. Loh Chem. Commun. 2014 50 9865
- (2014) Chem. Commun. , vol.50 , pp. 9865
- Feng, C.¹ Feng, D.² Loh, T.-P.³

64
- 84900848600
- For C-H activation using weak coordination strategy see
- M.-Z. Lu P. Lu Y.-H. Xu T.-P. Loh Org. Lett. 2014 16 2614
- (2014) Org. Lett. , vol.16 , pp. 2614
- Lu, M.-Z.¹ Lu, P.² Xu, Y.-H.³ Loh, T.-P.⁴

65
- 84863446276
- See in the ESI The NOESY NMR analysis of 3k see in the ESI See the details in the ESI Trace product was obtained with N-tosylacrylamide as the substrate, which indicates the importance of α-substituents
- K. M. Engle T.-S. Mei M. Wasa J.-Q. Yu Acc. Chem. Res. 2012 45 788
- (2012) Acc. Chem. Res. , vol.45 , pp. 788
- Engle, K.M.¹ Mei, T.-S.² Wasa, M.³ Yu, J.-Q.⁴

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