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Volumn 624, Issue 1-2, 2001, Pages 73-87

The rhodium-catalyzed Pauson-Khand reaction

Author keywords

Catalytic reaction; Cyclopentenone; Pauson Khand reaction; Rhodium

Indexed keywords


EID: 0002089886     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-328X(00)00835-4     Document Type: Article
Times cited : (148)

References (63)
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    • For the cobalt catalyzed reactions: (a) N. Jeong, S.H. Hwang, Y. Lee, Y.K. Chung, J.Am. Chem. Soc. 116 (1994) 3159. (b) N. Jeong, S.H. Hwang, Y.W. Lee, J.S. Lim, J. Am. Chem. Soc. 119 (1997) 10549. (c) B.Y. Lee, Y.K. Chung, N. Jeong, Y. Lee, S.H. Hwang, J. Am. Chem. Soc. 116 (1994) 8793. (d) N.Y. Lee, Y.K. Chung, Tetrahedron Lett. 37 (1996) 3145. (e) B.L. Pagenkopf, T. Livinghouse, J. Am. Chem. Soc. 118 (1996) 2285. (f) J.W. Kim, Y.K. Chung, Synthesis (1981) 787. (g) T.Sugihara, M. Yamaguchi, J. Am. Chem. Soc. 120 (1998) 10782. (h) D.B. Belanger, D.J.R. O'Mahony, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7637. (i) D.B. Belanger, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7641. (j)T. Sugihara, M. Yamaguchi, Synlett (1998) 1384.
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    • For the cobalt catalyzed reactions: (a) N. Jeong, S.H. Hwang, Y. Lee, Y.K. Chung, J.Am. Chem. Soc. 116 (1994) 3159. (b) N. Jeong, S.H. Hwang, Y.W. Lee, J.S. Lim, J. Am. Chem. Soc. 119 (1997) 10549. (c) B.Y. Lee, Y.K. Chung, N. Jeong, Y. Lee, S.H. Hwang, J. Am. Chem. Soc. 116 (1994) 8793. (d) N.Y. Lee, Y.K. Chung, Tetrahedron Lett. 37 (1996) 3145. (e) B.L. Pagenkopf, T. Livinghouse, J. Am. Chem. Soc. 118 (1996) 2285. (f) J.W. Kim, Y.K. Chung, Synthesis (1981) 787. (g) T.Sugihara, M. Yamaguchi, J. Am. Chem. Soc. 120 (1998) 10782. (h) D.B. Belanger, D.J.R. O'Mahony, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7637. (i) D.B. Belanger, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7641. (j)T. Sugihara, M. Yamaguchi, Synlett (1998) 1384.
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    • For the cobalt catalyzed reactions: (a) N. Jeong, S.H. Hwang, Y. Lee, Y.K. Chung, J.Am. Chem. Soc. 116 (1994) 3159. (b) N. Jeong, S.H. Hwang, Y.W. Lee, J.S. Lim, J. Am. Chem. Soc. 119 (1997) 10549. (c) B.Y. Lee, Y.K. Chung, N. Jeong, Y. Lee, S.H. Hwang, J. Am. Chem. Soc. 116 (1994) 8793. (d) N.Y. Lee, Y.K. Chung, Tetrahedron Lett. 37 (1996) 3145. (e) B.L. Pagenkopf, T. Livinghouse, J. Am. Chem. Soc. 118 (1996) 2285. (f) J.W. Kim, Y.K. Chung, Synthesis (1981) 787. (g) T.Sugihara, M. Yamaguchi, J. Am. Chem. Soc. 120 (1998) 10782. (h) D.B. Belanger, D.J.R. O'Mahony, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7637. (i) D.B. Belanger, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7641. (j)T. Sugihara, M. Yamaguchi, Synlett (1998) 1384.
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    • For the cobalt catalyzed reactions: (a) N. Jeong, S.H. Hwang, Y. Lee, Y.K. Chung, J.Am. Chem. Soc. 116 (1994) 3159. (b) N. Jeong, S.H. Hwang, Y.W. Lee, J.S. Lim, J. Am. Chem. Soc. 119 (1997) 10549. (c) B.Y. Lee, Y.K. Chung, N. Jeong, Y. Lee, S.H. Hwang, J. Am. Chem. Soc. 116 (1994) 8793. (d) N.Y. Lee, Y.K. Chung, Tetrahedron Lett. 37 (1996) 3145. (e) B.L. Pagenkopf, T. Livinghouse, J. Am. Chem. Soc. 118 (1996) 2285. (f) J.W. Kim, Y.K. Chung, Synthesis (1981) 787. (g) T.Sugihara, M. Yamaguchi, J. Am. Chem. Soc. 120 (1998) 10782. (h) D.B. Belanger, D.J.R. O'Mahony, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7637. (i) D.B. Belanger, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7641. (j)T. Sugihara, M. Yamaguchi, Synlett (1998) 1384.
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    • 0029871213 scopus 로고    scopus 로고
    • For the cobalt catalyzed reactions: (a) N. Jeong, S.H. Hwang, Y. Lee, Y.K. Chung, J.Am. Chem. Soc. 116 (1994) 3159. (b) N. Jeong, S.H. Hwang, Y.W. Lee, J.S. Lim, J. Am. Chem. Soc. 119 (1997) 10549. (c) B.Y. Lee, Y.K. Chung, N. Jeong, Y. Lee, S.H. Hwang, J. Am. Chem. Soc. 116 (1994) 8793. (d) N.Y. Lee, Y.K. Chung, Tetrahedron Lett. 37 (1996) 3145. (e) B.L. Pagenkopf, T. Livinghouse, J. Am. Chem. Soc. 118 (1996) 2285. (f) J.W. Kim, Y.K. Chung, Synthesis (1981) 787. (g) T.Sugihara, M. Yamaguchi, J. Am. Chem. Soc. 120 (1998) 10782. (h) D.B. Belanger, D.J.R. O'Mahony, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7637. (i) D.B. Belanger, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7641. (j)T. Sugihara, M. Yamaguchi, Synlett (1998) 1384.
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    • For the cobalt catalyzed reactions: (a) N. Jeong, S.H. Hwang, Y. Lee, Y.K. Chung, J.Am. Chem. Soc. 116 (1994) 3159. (b) N. Jeong, S.H. Hwang, Y.W. Lee, J.S. Lim, J. Am. Chem. Soc. 119 (1997) 10549. (c) B.Y. Lee, Y.K. Chung, N. Jeong, Y. Lee, S.H. Hwang, J. Am. Chem. Soc. 116 (1994) 8793. (d) N.Y. Lee, Y.K. Chung, Tetrahedron Lett. 37 (1996) 3145. (e) B.L. Pagenkopf, T. Livinghouse, J. Am. Chem. Soc. 118 (1996) 2285. (f) J.W. Kim, Y.K. Chung, Synthesis (1981) 787. (g) T.Sugihara, M. Yamaguchi, J. Am. Chem. Soc. 120 (1998) 10782. (h) D.B. Belanger, D.J.R. O'Mahony, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7637. (i) D.B. Belanger, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7641. (j)T. Sugihara, M. Yamaguchi, Synlett (1998) 1384.
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    • 0032556207 scopus 로고    scopus 로고
    • For the cobalt catalyzed reactions: (a) N. Jeong, S.H. Hwang, Y. Lee, Y.K. Chung, J.Am. Chem. Soc. 116 (1994) 3159. (b) N. Jeong, S.H. Hwang, Y.W. Lee, J.S. Lim, J. Am. Chem. Soc. 119 (1997) 10549. (c) B.Y. Lee, Y.K. Chung, N. Jeong, Y. Lee, S.H. Hwang, J. Am. Chem. Soc. 116 (1994) 8793. (d) N.Y. Lee, Y.K. Chung, Tetrahedron Lett. 37 (1996) 3145. (e) B.L. Pagenkopf, T. Livinghouse, J. Am. Chem. Soc. 118 (1996) 2285. (f) J.W. Kim, Y.K. Chung, Synthesis (1981) 787. (g) T.Sugihara, M. Yamaguchi, J. Am. Chem. Soc. 120 (1998) 10782. (h) D.B. Belanger, D.J.R. O'Mahony, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7637. (i) D.B. Belanger, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7641. (j)T. Sugihara, M. Yamaguchi, Synlett (1998) 1384.
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    • Sugihara, T.1    Yamaguchi, M.2
  • 21
    • 0032532517 scopus 로고    scopus 로고
    • For the cobalt catalyzed reactions: (a) N. Jeong, S.H. Hwang, Y. Lee, Y.K. Chung, J.Am. Chem. Soc. 116 (1994) 3159. (b) N. Jeong, S.H. Hwang, Y.W. Lee, J.S. Lim, J. Am. Chem. Soc. 119 (1997) 10549. (c) B.Y. Lee, Y.K. Chung, N. Jeong, Y. Lee, S.H. Hwang, J. Am. Chem. Soc. 116 (1994) 8793. (d) N.Y. Lee, Y.K. Chung, Tetrahedron Lett. 37 (1996) 3145. (e) B.L. Pagenkopf, T. Livinghouse, J. Am. Chem. Soc. 118 (1996) 2285. (f) J.W. Kim, Y.K. Chung, Synthesis (1981) 787. (g) T.Sugihara, M. Yamaguchi, J. Am. Chem. Soc. 120 (1998) 10782. (h) D.B. Belanger, D.J.R. O'Mahony, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7637. (i) D.B. Belanger, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7641. (j)T. Sugihara, M. Yamaguchi, Synlett (1998) 1384.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 7637
    • Belanger, D.B.1    O'Mahony, D.J.R.2    Livinghouse, T.3
  • 22
    • 0032532236 scopus 로고    scopus 로고
    • For the cobalt catalyzed reactions: (a) N. Jeong, S.H. Hwang, Y. Lee, Y.K. Chung, J.Am. Chem. Soc. 116 (1994) 3159. (b) N. Jeong, S.H. Hwang, Y.W. Lee, J.S. Lim, J. Am. Chem. Soc. 119 (1997) 10549. (c) B.Y. Lee, Y.K. Chung, N. Jeong, Y. Lee, S.H. Hwang, J. Am. Chem. Soc. 116 (1994) 8793. (d) N.Y. Lee, Y.K. Chung, Tetrahedron Lett. 37 (1996) 3145. (e) B.L. Pagenkopf, T. Livinghouse, J. Am. Chem. Soc. 118 (1996) 2285. (f) J.W. Kim, Y.K. Chung, Synthesis (1981) 787. (g) T.Sugihara, M. Yamaguchi, J. Am. Chem. Soc. 120 (1998) 10782. (h) D.B. Belanger, D.J.R. O'Mahony, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7637. (i) D.B. Belanger, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7641. (j)T. Sugihara, M. Yamaguchi, Synlett (1998) 1384.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 7641
    • Belanger, D.B.1    Livinghouse, T.2
  • 23
    • 0000515507 scopus 로고    scopus 로고
    • For the cobalt catalyzed reactions: (a) N. Jeong, S.H. Hwang, Y. Lee, Y.K. Chung, J.Am. Chem. Soc. 116 (1994) 3159. (b) N. Jeong, S.H. Hwang, Y.W. Lee, J.S. Lim, J. Am. Chem. Soc. 119 (1997) 10549. (c) B.Y. Lee, Y.K. Chung, N. Jeong, Y. Lee, S.H. Hwang, J. Am. Chem. Soc. 116 (1994) 8793. (d) N.Y. Lee, Y.K. Chung, Tetrahedron Lett. 37 (1996) 3145. (e) B.L. Pagenkopf, T. Livinghouse, J. Am. Chem. Soc. 118 (1996) 2285. (f) J.W. Kim, Y.K. Chung, Synthesis (1981) 787. (g) T.Sugihara, M. Yamaguchi, J. Am. Chem. Soc. 120 (1998) 10782. (h) D.B. Belanger, D.J.R. O'Mahony, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7637. (i) D.B. Belanger, T. Livinghouse, Tetrahedron Lett. 39 (1998) 7641. (j)T. Sugihara, M. Yamaguchi, Synlett (1998) 1384.
    • (1998) Synlett , pp. 1384
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    • For the titanium catalyzed reactions: (a) F.A. Hicks, N.M. Kablaoui, S.L. Buchwald, J. Am. Chem. Soc. 118 (1996) 9450. (b) F.A. Hicks, N.M. Kablaoui, S.L. Buchwald, J. Am. Chem. Soc. 121 (1999) 5881. (c) F.A. Hicks, S.L. Buchwald, J. Am. Chem. Soc. 118 (1996) 11688. (d) F.A. Hicks, S.L. Buchwald, J. Am. Chem. Soc. 121 (1999) 7026. (e) S.J. Sturla, S.L. Buchwald, J. Org. Chem. 64 (1999) 5547.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 9450
    • Hicks, F.A.1    Kablaoui, N.M.2    Buchwald, S.L.3
  • 25
    • 0033618120 scopus 로고    scopus 로고
    • For the titanium catalyzed reactions: (a) F.A. Hicks, N.M. Kablaoui, S.L. Buchwald, J. Am. Chem. Soc. 118 (1996) 9450. (b) F.A. Hicks, N.M. Kablaoui, S.L. Buchwald, J. Am. Chem. Soc. 121 (1999) 5881. (c) F.A. Hicks, S.L. Buchwald, J. Am. Chem. Soc. 118 (1996) 11688. (d) F.A. Hicks, S.L. Buchwald, J. Am. Chem. Soc. 121 (1999) 7026. (e) S.J. Sturla, S.L. Buchwald, J. Org. Chem. 64 (1999) 5547.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 5881
    • Hicks, F.A.1    Kablaoui, N.M.2    Buchwald, S.L.3
  • 26
    • 0029909515 scopus 로고    scopus 로고
    • For the titanium catalyzed reactions: (a) F.A. Hicks, N.M. Kablaoui, S.L. Buchwald, J. Am. Chem. Soc. 118 (1996) 9450. (b) F.A. Hicks, N.M. Kablaoui, S.L. Buchwald, J. Am. Chem. Soc. 121 (1999) 5881. (c) F.A. Hicks, S.L. Buchwald, J. Am. Chem. Soc. 118 (1996) 11688. (d) F.A. Hicks, S.L. Buchwald, J. Am. Chem. Soc. 121 (1999) 7026. (e) S.J. Sturla, S.L. Buchwald, J. Org. Chem. 64 (1999) 5547.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 11688
    • Hicks, F.A.1    Buchwald, S.L.2
  • 27
    • 0033523215 scopus 로고    scopus 로고
    • For the titanium catalyzed reactions: (a) F.A. Hicks, N.M. Kablaoui, S.L. Buchwald, J. Am. Chem. Soc. 118 (1996) 9450. (b) F.A. Hicks, N.M. Kablaoui, S.L. Buchwald, J. Am. Chem. Soc. 121 (1999) 5881. (c) F.A. Hicks, S.L. Buchwald, J. Am. Chem. Soc. 118 (1996) 11688. (d) F.A. Hicks, S.L. Buchwald, J. Am. Chem. Soc. 121 (1999) 7026. (e) S.J. Sturla, S.L. Buchwald, J. Org. Chem. 64 (1999) 5547.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 7026
    • Hicks, F.A.1    Buchwald, S.L.2
  • 28
    • 0033597871 scopus 로고    scopus 로고
    • For the titanium catalyzed reactions: (a) F.A. Hicks, N.M. Kablaoui, S.L. Buchwald, J. Am. Chem. Soc. 118 (1996) 9450. (b) F.A. Hicks, N.M. Kablaoui, S.L. Buchwald, J. Am. Chem. Soc. 121 (1999) 5881. (c) F.A. Hicks, S.L. Buchwald, J. Am. Chem. Soc. 118 (1996) 11688. (d) F.A. Hicks, S.L. Buchwald, J. Am. Chem. Soc. 121 (1999) 7026. (e) S.J. Sturla, S.L. Buchwald, J. Org. Chem. 64 (1999) 5547.
    • (1999) J. Org. Chem. , vol.64 , pp. 5547
    • Sturla, S.J.1    Buchwald, S.L.2
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    • For the ruthenium catalyzed reactions: (a) T. Morimoto, N. Chatani, Y. Fukumoto, S. Murai, J. Org. Chem. 62 (1997) 3762. (b) T. Kondo, N. Suzuki, T. Okada, T. Mitsudo, J. Am. Chem. Soc. 119 (1997) 6187.
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    • Kondo, T.1    Suzuki, N.2    Okada, T.3    Mitsudo, T.4
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    • For the rhodium catalyzed reactions: (a) Y. Koga, T. Kobayashi, K. Narasaka, Chem. Lett. (1998) 249. (b) N. Jeong, S. Lee, B.K. Sung, Organometallics 17 (1998) 3644. (c) N. Jeong, B.K. Sung, Y.K. Choi, J. Am. Chem. Soc. 122 (2000) 6771.
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    • For the rhodium catalyzed reactions: (a) Y. Koga, T. Kobayashi, K. Narasaka, Chem. Lett. (1998) 249. (b) N. Jeong, S. Lee, B.K. Sung, Organometallics 17 (1998) 3644. (c) N. Jeong, B.K. Sung, Y.K. Choi, J. Am. Chem. Soc. 122 (2000) 6771.
    • (1998) Organometallics , vol.17 , pp. 3644
    • Jeong, N.1    Lee, S.2    Sung, B.K.3
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    • For the rhodium catalyzed reactions: (a) Y. Koga, T. Kobayashi, K. Narasaka, Chem. Lett. (1998) 249. (b) N. Jeong, S. Lee, B.K. Sung, Organometallics 17 (1998) 3644. (c) N. Jeong, B.K. Sung, Y.K. Choi, J. Am. Chem. Soc. 122 (2000) 6771.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 6771
    • Jeong, N.1    Sung, B.K.2    Choi, Y.K.3
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    • note
    • The titanocene-catalyzed carbocyclization of enynes having a methyl group at the terminal alkenyl carbon does not reflect the stereochemistry of the alkene moiety [11].


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