SCOPUS 정보 검색 플랫폼 - 논문 보기

메뉴 건너뛰기

Journal of Fluorine Chemistry

Volumn 152, Issue , 2013, Pages 62-69

A chronicle review: Regioselective synthesis of trifluoromethyl group containing allylic amines using palladium-catalyzed allylic amination pathway

(3) Hirakawa, Takuya a Kawatsura, Motoi b Itoh, Toshiyuki a

a TOTTORI UNIVERSITY (Japan)

b NIHON UNIVERSITY (Japan)

Author keywords

Kinetic resolution; Pd catalyzed allylic amination; Regioselective; Synthesis; Trifluoromethyl

Indexed keywords

EID: 84885910278 PISSN: 00221139 EISSN: None Source Type: Journal
DOI: 10.1016/j.jfluchem.2013.03.008 Document Type: Article

Times cited : (20)

References (51)

1
- 84889483761
- I. Ojima (Ed.), Wiley-Blackwell, Chichester, UK
- T. Yamazaki, I. Ojima, in: I. Ojima (Ed.), Fluorine in Medicinal Chemistry and Chemical Biology, Wiley-Blackwell, Chichester, UK, 2009, pp. 1-46.
- (2009) Fluorine in Medicinal Chemistry and Chemical Biology , pp. 1-46
- Yamazaki, T.¹ Ojima, I.²

2
- 4243987144
- Good review in this field: M. Johannsen, K.A. Jørgensen, Chem. Rev. 98 (1998) 1689-1708.
- (1998) Chem. Rev. , vol.98 , pp. 1689-1708
- Johannsen, M.¹ Jørgensen, K.A.²

3
- 36448990108
- I. Dubovyk, I.D.G. Watson, A.K. Yudin, J. Am. Chem. Soc. 129 (2007) 14172-14173
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 14172-14173
- Dubovyk, I.¹ Watson, I.D.G.² Yudin, A.K.³

4
- 34948892781
- (b) A.M. Johns, Z. Liu, J.F. Hartwig, Angew. Chem. Int. Ed. 46 (2007) 7259-7261
- (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 7259-7261
- Johns, A.M.¹ Liu, Z.² Hartwig, J.F.³

5
- 14844340658
- and references therein
- (c) J.W. Faller, J.C. Wilt, Org. Lett. 7 (2005) 633-636, and references therein
- (2005) Org. Lett. , vol.7 , pp. 633-636
- Faller, J.W.¹ Wilt, J.C.²

6
- 0035802358
- (d) For R. Takeuchi, N. Ue, K. Tanabe, K. Yamashita, N. Shiga, J. Am. Chem. Soc. 123 (2001) 9525-9534
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 9525-9534
- Takeuchi, R.¹ Ue, N.² Tanabe, K.³ Yamashita, K.⁴ Shiga, N.⁵

7
- 0037176296
- (e) T. Ohmura, J.F. Hartwig, J. Am. Chem. Soc. 124 (2002) 15164-15165
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 15164-15165
- Ohmura, T.¹ Hartwig, J.F.²

8
- 27644546852
- (f) A. Leitner, S. Shekhar, M.J. Pouy, J.F. Hartwig, J. Am. Chem. Soc. 127 (2005) 15506-15514
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 15506-15514
- Leitner, A.¹ Shekhar, S.² Pouy, M.J.³ Hartwig, J.F.⁴

9
- 33646183971
- (g) D. Polet, A. Alexakis, K. Tissot-Croset, C. Corminboeuf, K. Ditrich, Chem. Eur. J. 12 (2006) 3596-3609
- (2006) Chem. Eur. J. , vol.12 , pp. 3596-3609
- Polet, D.¹ Alexakis, A.² Tissot-Croset, K.³ Corminboeuf, C.⁴ Ditrich, K.⁵

10
- 33748639706
- and references therein
- (h) R. Weihofen, O. Tverskoy, G. Helmchen, Angew. Chem. Int. Ed. 45 (2006) 5546-5549, and references therein
- (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 5546-5549
- Weihofen, R.¹ Tverskoy, O.² Helmchen, G.³

11
- 0033591863
- (i) For P.A. Evans, J.E. Robinson, J.D. Nelson, J. Am. Chem. Soc. 121 (1999) 6761-6762
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 6761-6762
- Evans, P.A.¹ Robinson, J.E.² Nelson, J.D.³

12
- 0000683254
- (k) For Y. Morisaki, T. Kondo, T. Mitsudo, Organometallics, 18 (1999) 4742-4746
- (1999) Organometallics , vol.18 , pp. 4742-4746
- Morisaki, Y.¹ Kondo, T.² Mitsudo, T.³

13
- 0035944506
- (l) Y. Matsushima, K. Onitsuka, T. Kondo, T. Mitsudo, S. Takahashi, J. Am. Chem. Soc. 123 (2001) 10405-10406
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 10405-10406
- Matsushima, Y.¹ Onitsuka, K.² Kondo, T.³ Mitsudo, T.⁴ Takahashi, S.⁵

14
- 4043114149
- (m) Y. Matsushima, K. Onitsuka, S. Takahashi, Organometallics 23 (2004) 3763-3765
- (2004) Organometallics , vol.23 , pp. 3763-3765
- Matsushima, Y.¹ Onitsuka, K.² Takahashi, S.³

15
- 46049120619
- and references therein
- (n) M. Kawatsura, F. Ata, T. Hirakawa, S. Hayase, T. Itoh, Tetrahedron Lett. 49 (2008) 4873-4875, and references therein.
- (2008) Tetrahedron Lett. , vol.49 , pp. 4873-4875
- Kawatsura, M.¹ Ata, F.² Hirakawa, T.³ Hayase, S.⁴ Itoh, T.⁵

16
- 0001179541
- Examples of allylic substitutions of fluorinated allyl substrates (a) Y. Hanzawa, S. Ishizawa, Y. Kobayashi, Chem. Pharm. Bull. 36 (1988) 4209-4212
- (1988) Chem. Pharm. Bull. , vol.36 , pp. 4209-4212
- Hanzawa, Y.¹ Ishizawa, S.² Kobayashi, Y.³

17
- 37049066707
- (b) Y. Hanzawa, S. Ishizawa, H. Ito, Y. Kobayashi, T. Taguchi, J. Chem. Soc., Chem. Commun. (1990) 394-395
- (1990) J. Chem. Soc., Chem. Commun. , pp. 394-395
- Hanzawa, Y.¹ Ishizawa, S.² Ito, H.³ Kobayashi, Y.⁴ Taguchi, T.⁵

18
- 0027055303
- (c) P.V. Fish, S.P. Reddy, C.H. Lee, W.S. Johnson, Tetrahedron Lett. 33 (1992) 8001-8004
- (1992) Tetrahedron Lett. , vol.33 , pp. 8001-8004
- Fish, P.V.¹ Reddy, S.P.² Lee, C.H.³ Johnson, W.S.⁴

19
- 0034727294
- (d) T. Konno, T. Ishihara, H. Yamanaka, Tetrahedron Lett. 41 (2000) 8467-8472
- (2000) Tetrahedron Lett. , vol.41 , pp. 8467-8472
- Konno, T.¹ Ishihara, T.² Yamanaka, H.³

20
- 0038107191
- (e) T. Okano, H. Matsubara, T. Kusukawa, M. Fujita, J. Organomet. Chem. 676 (2003) 43-47
- (2003) J. Organomet. Chem. , vol.676 , pp. 43-47
- Okano, T.¹ Matsubara, H.² Kusukawa, T.³ Fujita, M.⁴

21
- 1642543805
- (f) T. Konno, T. Takehana, T. Ishihara, H. Yamanaka, Org. Biomol. Chem. 2 (2004) 93-98
- (2004) Org. Biomol. Chem. , vol.2 , pp. 93-98
- Konno, T.¹ Takehana, T.² Ishihara, T.³ Yamanaka, H.⁴

22
- 33646265553
- (g) T. Konno, T. Takehana, M. Mishima, T.J. Ishihara, J. Org. Chem. 71 (2006) 3545-3550
- (2006) J. Org. Chem. , vol.71 , pp. 3545-3550
- Konno, T.¹ Takehana, T.² Mishima, M.³ Ishihara, T.J.⁴

23
- 33749339666
- (h) M. Kawatsura, S. Wada, S. Hayase, T. Itoh, Synlett (2006) 2483-2485.
- (2006) Synlett , pp. 2483-2485
- Kawatsura, M.¹ Wada, S.² Hayase, S.³ Itoh, T.⁴

24
- 0037155522
- T. Konno, K. Nagata, T. Ishihara, H. Yamanaka, J. Org. Chem. 67 (2002) 1768-1775.
- (2002) J. Org. Chem. , vol.67 , pp. 1768-1775
- Konno, T.¹ Nagata, K.² Ishihara, T.³ Yamanaka, H.⁴

25
- 0038107191
- T. Okano, H. Matsubara, T. Kusukawa, M. Fujita, J. Organomet. Chem. 676 (2003) 43-48.
- (2003) J. Organomet. Chem. , vol.676 , pp. 43-48
- Okano, T.¹ Matsubara, H.² Kusukawa, T.³ Fujita, M.⁴

26
- 40649116599
- M. Kawatsura, T. Hirakawa, T. Tanaka, D. Ikeda, S. Hayase, T. Itoh, Tetrahedron Lett. 49 (2008) 2450-2453.
- (2008) Tetrahedron Lett. , vol.49 , pp. 2450-2453
- Kawatsura, M.¹ Hirakawa, T.² Tanaka, T.³ Ikeda, D.⁴ Hayase, S.⁵ Itoh, T.⁶

27
- 78650179391
- T. Hirakawa, K. Ikeda, H. Ogasa, M. Kawatsura, T. Itoh, Synlett (2010) 2887-2890.
- (2010) Synlett , pp. 2887-2890
- Hirakawa, T.¹ Ikeda, K.² Ogasa, H.³ Kawatsura, M.⁴ Itoh, T.⁵

28
- 80053052619
- T. Hirakawa, K. Ikeda, D. Ikeda, T. Tanaka, H. Ogasa, M. Kawatsura, T. Itoh, Tetrahedron 67 (2011) 8238-8247.
- (2011) Tetrahedron , vol.67 , pp. 8238-8247
- Hirakawa, T.¹ Ikeda, K.² Ikeda, D.³ Tanaka, T.⁴ Ogasa, H.⁵ Kawatsura, M.⁶ Itoh, T.⁷

29
- 84937812652
- D.A. White, J.R. Doyle, H. Lewis, Inorg. Syn. 13 (1972) 55-65.
- (1972) Inorg. Syn. , vol.13 , pp. 55-65
- White, D.A.¹ Doyle, J.R.² Lewis, H.³

30
- 33845555800
- (a) B. Akermark, G. Akermark, L.S. Hegedus, K. Zetterberg, J. Am. Chem. Soc. 103 (1981) 3037-3040
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 3037-3040
- Akermark, B.¹ Akermark, G.² Hegedus, L.S.³ Zetterberg, K.⁴

31
- 34247474889
- (b) C. Amatore, E. Génin, A. Jutand, L. Mensah, Organometallics 26 (2007) 1875-1880
- (2007) Organometallics , vol.26 , pp. 1875-1880
- Amatore, C.¹ Génin, E.² Jutand, A.³ Mensah, L.⁴

32
- 29044433582
- (c) I.D.G. Watson, A.K. Yudin, J. Am. Chem. Soc. 127 (2005) 17516-17529
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 17516-17529
- Watson, I.D.G.¹ Yudin, A.K.²

33
- 1942521263
- (d) I.D.G. Watson, S.A. Styler, A.K. Yudin, J. Am. Chem. Soc. 126 (2004) 5086-5087.
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 5086-5087
- Watson, I.D.G.¹ Styler, S.A.² Yudin, A.K.³

34
- 37049074071
- Examples of Pd-catalyzed allylic substitution of allyl amines, see: (a) S.-I. Murahashi, Y. Imada, K.J. Nishimura, J. Chem. Soc. Chem. Commun. (1988) 1578-1579
- (1988) J. Chem. Soc. Chem. Commun. , pp. 1578-1579
- Murahashi, S.-I.¹ Imada, Y.² Nishimura, K.J.³

35
- 40649089203
- (b) M. Miyazawa, S.-Z. Wang, H. Takeda, K. Yamamoto, Synlett (1992) 323-324
- (1992) Synlett , pp. 323-324
- Miyazawa, M.¹ Wang, S.-Z.² Takeda, H.³ Yamamoto, K.⁴

36
- 0346786875
- (c) M. Miyazawa, K. Yamamoto, Chem. Lett. (1994) 491-492
- (1994) Chem. Lett. , pp. 491-492
- Miyazawa, M.¹ Yamamoto, K.²

37
- 0028921695
- (d) T. Doi, A. Yanagisawa, M. Miyazawa, K. Yamamoto, Tetrahedron: Asymmetr. 6 (1995) 389-392.
- (1995) Tetrahedron: Asymmetr. , vol.6 , pp. 389-392
- Doi, T.¹ Yanagisawa, A.² Miyazawa, M.³ Yamamoto, K.⁴

38
- 0001611087
- (a) T. Hayashi, T. Hagihara, M. Konishi, M. Kumada, J. Am. Chem. Soc. 105 (1983) 7767-7768
- (1983) J. Am. Chem. Soc. , vol.105 , pp. 7767-7768
- Hayashi, T.¹ Hagihara, T.² Konishi, M.³ Kumada, M.⁴

39
- 0001124147
- (b) T. Hayashi, A. Yamamoto, T. Hagihara, J. Org. Chem. 51 (1986) 723-727
- (1986) J. Org. Chem. , vol.51 , pp. 723-727
- Hayashi, T.¹ Yamamoto, A.² Hagihara, T.³

40
- 0033583714
- (c) B.M. Trost, F.D.J. Toste, J. Am. Chem. Soc. 121 (1999) 4545-4554.
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 4545-4554
- Trost, B.M.¹ Toste, F.D.J.²

41
- 85050296727
- H.B. Kagan, J.C. Fiaud, Top. Stereochem. 18 (1988) 249-330.
- (1988) Top. Stereochem. , vol.18 , pp. 249-330
- Kagan, H.B.¹ Fiaud, J.C.²

42
- 0038061857
- (a) A. Review:, D.E.J.E. Robinson, S.D. Bull, Tetrahedron: Asymmetr. 14 (2003) 1407-1446
- (2003) Tetrahedron: Asymmetr. , vol.14 , pp. 1407-1446
- Review, A.¹ Robinson, D.E.J.E.² Bull, S.D.³

43
- 0034661952
- (c) J.M. Longmire, B. Wang, X. Zhang, Tetrahedron Lett. 41 (2000) 5435-5439
- (2000) Tetrahedron Lett. , vol.41 , pp. 5435-5439
- Longmire, J.M.¹ Wang, B.² Zhang, X.³

44
- 0000419546
- (d) M.T. Reetz, S. Sostmann, J. Organomet. Chem. 603 (2000) 105-109
- (2000) J. Organomet. Chem. , vol.603 , pp. 105-109
- Reetz, M.T.¹ Sostmann, S.²

45
- 0035850291
- (e) S.R. Gilbertson, P. Lan, Org. Lett. 3 (2001) 2237-2240
- (2001) Org. Lett. , vol.3 , pp. 2237-2240
- Gilbertson, S.R.¹ Lan, P.²

46
- 0035515395
- (f) G.R. Cook, S. Sankaranarayanan, Org. Lett. 3 (2001) 3531-3533
- (2001) Org. Lett. , vol.3 , pp. 3531-3533
- Cook, G.R.¹ Sankaranarayanan, S.²

47
- 2942620404
- (g) B.L. Løussem, H.-J. Gais, J. Org. Chem. 69 (2004) 4041-4052
- (2004) J. Org. Chem. , vol.69 , pp. 4041-4052
- Løussem, B.L.¹ Gais, H.-J.²

48
- 70349965613
- (h) A.B. Castillo, I. Favier, E. Teuma, S. Castillón, C. Godard, A. Aghmiz, C. Claver, M. Gómez, Chem. Commun. (2008) 6197-6199
- (2008) Chem. Commun. , pp. 6197-6199
- Castillo, A.B.¹ Favier, I.² Teuma, E.³ Castillón, S.⁴ Godard, C.⁵ Aghmiz, A.⁶ Claver, C.⁷ Gómez, M.⁸

49
- 65249120351
- and references therein
- (i) X.L. Hou, B.H. Zheng, Org. Lett. 11 (2009) 1789-1791, and references therein.
- (2009) Org. Lett. , vol.11 , pp. 1789-1791
- Hou, X.L.¹ Zheng, B.H.²

50
- 37049068051
- T. Hayashi, A. Yamamoto, Y. Ito, J. Chem. Soc. Chem. Commun. (1986) 1090-1091
- (1986) J. Chem. Soc. Chem. Commun. , pp. 1090-1091
- Hayashi, T.¹ Yamamoto, A.² Ito, Y.³

51
- 4544254661
- (b) J.W. Faller, J.C. Wilt, Tetrahedron Lett. 45 (2004) 7613-7616.
- (2004) Tetrahedron Lett. , vol.45 , pp. 7613-7616
- Faller, J.W.¹ Wilt, J.C.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.