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Volumn 624, Issue 1-2, 2001, Pages 18-25

Contra-intuitive stereocontrol: Endo-selective nucleophilic additions on an arene-tricarbonylchromium template

Author keywords

Arene tricarbonyl complexes; Endo selectivity

Indexed keywords

ARENE;

EID: 0002476376     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-328X(00)00836-6     Document Type: Article
Times cited : (8)

References (54)
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    • For recent examples of application in synthesis, see: (a) K. Kamikawa, T. Watanabe, A. Daimon, M. Uemura, Tetrahedron 56 (2000) 2325. (b) G.B. Jones, M. Guzel, J. Mathews, Tetrahedron Lett. 41 (2000) 1123. (c) H. Ratni, B. Crousse, E.P. Kundig, Synlett 5 (1999) 626. (d) C. Baldoli, D. Buttero, P. Paola, P. Dario, Tetrahedron 55 (1999) 14089. (e) B. Schnell, G. Bernardinelli, E.P. Kundig, Synlett 3 (1999) 348. (f) H. Koide, M. Uemura, Chem. Commun (1998) 2483. (g) A. Majdalani, H.-G. Schmalz, Synlett 11 (1997) 1303. (h) A. Fretzen, A. Ripa, R. Liu, G. Bernardinelli, E.P. Kundig, Chem. Eur. J. 4 (1998) 251. (i) K. Schellhaas, H.-G. Schmalz, J.W. Bats, Chem. Eur. J. 4 (1998) 57. (j) K. Schildknegt, J. Aube, Chemtracts 10 (1997) 1. (k) G.B. Jones, R.S. Huber, B.J. Chapman, Tetrahedron Asymmetry 8 (1997) 1797. For methodologies, see: (l) S.E. Gibson, P. Ham, G.R. Jefferson, Chem. Commun. (1998) 123. (m) A. Ariffin, A.J. Blake, R.A. Ewin, N.S. Simpkins, Tetrahedron Asymmetry 9 (1998) 2563. (n) S. Malfait, L. Pelinski, J. Brocard, Tetrahedron Asymmetry 9 (1998) 2595. For recent reviews, see: (o) C. Bolm, K. Muniz, Chem. Soc. Rev. 28 (1999) 51. (p) S. Perrio, in: S.E. Gibson (ed.), Transition Metal Organic Synthesis, Oxford University Press, Oxford, UK, 1997, p. 167.
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    • For recent examples of application in synthesis, see: (a) K. Kamikawa, T. Watanabe, A. Daimon, M. Uemura, Tetrahedron 56 (2000) 2325. (b) G.B. Jones, M. Guzel, J. Mathews, Tetrahedron Lett. 41 (2000) 1123. (c) H. Ratni, B. Crousse, E.P. Kundig, Synlett 5 (1999) 626. (d) C. Baldoli, D. Buttero, P. Paola, P. Dario, Tetrahedron 55 (1999) 14089. (e) B. Schnell, G. Bernardinelli, E.P. Kundig, Synlett 3 (1999) 348. (f) H. Koide, M. Uemura, Chem. Commun (1998) 2483. (g) A. Majdalani, H.-G. Schmalz, Synlett 11 (1997) 1303. (h) A. Fretzen, A. Ripa, R. Liu, G. Bernardinelli, E.P. Kundig, Chem. Eur. J. 4 (1998) 251. (i) K. Schellhaas, H.-G. Schmalz, J.W. Bats, Chem. Eur. J. 4 (1998) 57. (j) K. Schildknegt, J. Aube, Chemtracts 10 (1997) 1. (k) G.B. Jones, R.S. Huber, B.J. Chapman, Tetrahedron Asymmetry 8 (1997) 1797. For methodologies, see: (l) S.E. Gibson, P. Ham, G.R. Jefferson, Chem. Commun. (1998) 123. (m) A. Ariffin, A.J. Blake, R.A. Ewin, N.S. Simpkins, Tetrahedron Asymmetry 9 (1998) 2563. (n) S. Malfait, L. Pelinski, J. Brocard, Tetrahedron Asymmetry 9 (1998) 2595. For recent reviews, see: (o) C. Bolm, K. Muniz, Chem. Soc. Rev. 28 (1999) 51. (p) S. Perrio, in: S.E. Gibson (ed.), Transition Metal Organic Synthesis, Oxford University Press, Oxford, UK, 1997, p. 167.
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    • For recent examples of application in synthesis, see: (a) K. Kamikawa, T. Watanabe, A. Daimon, M. Uemura, Tetrahedron 56 (2000) 2325. (b) G.B. Jones, M. Guzel, J. Mathews, Tetrahedron Lett. 41 (2000) 1123. (c) H. Ratni, B. Crousse, E.P. Kundig, Synlett 5 (1999) 626. (d) C. Baldoli, D. Buttero, P. Paola, P. Dario, Tetrahedron 55 (1999) 14089. (e) B. Schnell, G. Bernardinelli, E.P. Kundig, Synlett 3 (1999) 348. (f) H. Koide, M. Uemura, Chem. Commun (1998) 2483. (g) A. Majdalani, H.-G. Schmalz, Synlett 11 (1997) 1303. (h) A. Fretzen, A. Ripa, R. Liu, G. Bernardinelli, E.P. Kundig, Chem. Eur. J. 4 (1998) 251. (i) K. Schellhaas, H.-G. Schmalz, J.W. Bats, Chem. Eur. J. 4 (1998) 57. (j) K. Schildknegt, J. Aube, Chemtracts 10 (1997) 1. (k) G.B. Jones, R.S. Huber, B.J. Chapman, Tetrahedron Asymmetry 8 (1997) 1797. For methodologies, see: (l) S.E. Gibson, P. Ham, G.R. Jefferson, Chem. Commun. (1998) 123. (m) A. Ariffin, A.J. Blake, R.A. Ewin, N.S. Simpkins, Tetrahedron Asymmetry 9 (1998) 2563. (n) S. Malfait, L. Pelinski, J. Brocard, Tetrahedron Asymmetry 9 (1998) 2595. For recent reviews, see: (o) C. Bolm, K. Muniz, Chem. Soc. Rev. 28 (1999) 51. (p) S. Perrio, in: S.E. Gibson (ed.), Transition Metal Organic Synthesis, Oxford University Press, Oxford, UK, 1997, p. 167.
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    • For recent examples of application in synthesis, see: (a) K. Kamikawa, T. Watanabe, A. Daimon, M. Uemura, Tetrahedron 56 (2000) 2325. (b) G.B. Jones, M. Guzel, J. Mathews, Tetrahedron Lett. 41 (2000) 1123. (c) H. Ratni, B. Crousse, E.P. Kundig, Synlett 5 (1999) 626. (d) C. Baldoli, D. Buttero, P. Paola, P. Dario, Tetrahedron 55 (1999) 14089. (e) B. Schnell, G. Bernardinelli, E.P. Kundig, Synlett 3 (1999) 348. (f) H. Koide, M. Uemura, Chem. Commun (1998) 2483. (g) A. Majdalani, H.-G. Schmalz, Synlett 11 (1997) 1303. (h) A. Fretzen, A. Ripa, R. Liu, G. Bernardinelli, E.P. Kundig, Chem. Eur. J. 4 (1998) 251. (i) K. Schellhaas, H.-G. Schmalz, J.W. Bats, Chem. Eur. J. 4 (1998) 57. (j) K. Schildknegt, J. Aube, Chemtracts 10 (1997) 1. (k) G.B. Jones, R.S. Huber, B.J. Chapman, Tetrahedron Asymmetry 8 (1997) 1797. For methodologies, see: (l) S.E. Gibson, P. Ham, G.R. Jefferson, Chem. Commun. (1998) 123. (m) A. Ariffin, A.J. Blake, R.A. Ewin, N.S. Simpkins, Tetrahedron Asymmetry 9 (1998) 2563. (n) S. Malfait, L. Pelinski, J. Brocard, Tetrahedron Asymmetry 9 (1998) 2595. For recent reviews, see: (o) C. Bolm, K. Muniz, Chem. Soc. Rev. 28 (1999) 51. (p) S. Perrio, in: S.E. Gibson (ed.), Transition Metal Organic Synthesis, Oxford University Press, Oxford, UK, 1997, p. 167.
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    • Majdalani, A.1    Schmalz, H.-G.2
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    • For recent examples of application in synthesis, see: (a) K. Kamikawa, T. Watanabe, A. Daimon, M. Uemura, Tetrahedron 56 (2000) 2325. (b) G.B. Jones, M. Guzel, J. Mathews, Tetrahedron Lett. 41 (2000) 1123. (c) H. Ratni, B. Crousse, E.P. Kundig, Synlett 5 (1999) 626. (d) C. Baldoli, D. Buttero, P. Paola, P. Dario, Tetrahedron 55 (1999) 14089. (e) B. Schnell, G. Bernardinelli, E.P. Kundig, Synlett 3 (1999) 348. (f) H. Koide, M. Uemura, Chem. Commun (1998) 2483. (g) A. Majdalani, H.-G. Schmalz, Synlett 11 (1997) 1303. (h) A. Fretzen, A. Ripa, R. Liu, G. Bernardinelli, E.P. Kundig, Chem. Eur. J. 4 (1998) 251. (i) K. Schellhaas, H.-G. Schmalz, J.W. Bats, Chem. Eur. J. 4 (1998) 57. (j) K. Schildknegt, J. Aube, Chemtracts 10 (1997) 1. (k) G.B. Jones, R.S. Huber, B.J. Chapman, Tetrahedron Asymmetry 8 (1997) 1797. For methodologies, see: (l) S.E. Gibson, P. Ham, G.R. Jefferson, Chem. Commun. (1998) 123. (m) A. Ariffin, A.J. Blake, R.A. Ewin, N.S. Simpkins, Tetrahedron Asymmetry 9 (1998) 2563. (n) S. Malfait, L. Pelinski, J. Brocard, Tetrahedron Asymmetry 9 (1998) 2595. For recent reviews, see: (o) C. Bolm, K. Muniz, Chem. Soc. Rev. 28 (1999) 51. (p) S. Perrio, in: S.E. Gibson (ed.), Transition Metal Organic Synthesis, Oxford University Press, Oxford, UK, 1997, p. 167.
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    • For recent examples of application in synthesis, see: (a) K. Kamikawa, T. Watanabe, A. Daimon, M. Uemura, Tetrahedron 56 (2000) 2325. (b) G.B. Jones, M. Guzel, J. Mathews, Tetrahedron Lett. 41 (2000) 1123. (c) H. Ratni, B. Crousse, E.P. Kundig, Synlett 5 (1999) 626. (d) C. Baldoli, D. Buttero, P. Paola, P. Dario, Tetrahedron 55 (1999) 14089. (e) B. Schnell, G. Bernardinelli, E.P. Kundig, Synlett 3 (1999) 348. (f) H. Koide, M. Uemura, Chem. Commun (1998) 2483. (g) A. Majdalani, H.-G. Schmalz, Synlett 11 (1997) 1303. (h) A. Fretzen, A. Ripa, R. Liu, G. Bernardinelli, E.P. Kundig, Chem. Eur. J. 4 (1998) 251. (i) K. Schellhaas, H.-G. Schmalz, J.W. Bats, Chem. Eur. J. 4 (1998) 57. (j) K. Schildknegt, J. Aube, Chemtracts 10 (1997) 1. (k) G.B. Jones, R.S. Huber, B.J. Chapman, Tetrahedron Asymmetry 8 (1997) 1797. For methodologies, see: (l) S.E. Gibson, P. Ham, G.R. Jefferson, Chem. Commun. (1998) 123. (m) A. Ariffin, A.J. Blake, R.A. Ewin, N.S. Simpkins, Tetrahedron Asymmetry 9 (1998) 2563. (n) S. Malfait, L. Pelinski, J. Brocard, Tetrahedron Asymmetry 9 (1998) 2595. For recent reviews, see: (o) C. Bolm, K. Muniz, Chem. Soc. Rev. 28 (1999) 51. (p) S. Perrio, in: S.E. Gibson (ed.), Transition Metal Organic Synthesis, Oxford University Press, Oxford, UK, 1997, p. 167.
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    • Schellhaas, K.1    Schmalz, H.-G.2    Bats, J.W.3
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    • For recent examples of application in synthesis, see: (a) K. Kamikawa, T. Watanabe, A. Daimon, M. Uemura, Tetrahedron 56 (2000) 2325. (b) G.B. Jones, M. Guzel, J. Mathews, Tetrahedron Lett. 41 (2000) 1123. (c) H. Ratni, B. Crousse, E.P. Kundig, Synlett 5 (1999) 626. (d) C. Baldoli, D. Buttero, P. Paola, P. Dario, Tetrahedron 55 (1999) 14089. (e) B. Schnell, G. Bernardinelli, E.P. Kundig, Synlett 3 (1999) 348. (f) H. Koide, M. Uemura, Chem. Commun (1998) 2483. (g) A. Majdalani, H.-G. Schmalz, Synlett 11 (1997) 1303. (h) A. Fretzen, A. Ripa, R. Liu, G. Bernardinelli, E.P. Kundig, Chem. Eur. J. 4 (1998) 251. (i) K. Schellhaas, H.-G. Schmalz, J.W. Bats, Chem. Eur. J. 4 (1998) 57. (j) K. Schildknegt, J. Aube, Chemtracts 10 (1997) 1. (k) G.B. Jones, R.S. Huber, B.J. Chapman, Tetrahedron Asymmetry 8 (1997) 1797. For methodologies, see: (l) S.E. Gibson, P. Ham, G.R. Jefferson, Chem. Commun. (1998) 123. (m) A. Ariffin, A.J. Blake, R.A. Ewin, N.S. Simpkins, Tetrahedron Asymmetry 9 (1998) 2563. (n) S. Malfait, L. Pelinski, J. Brocard, Tetrahedron Asymmetry 9 (1998) 2595. For recent reviews, see: (o) C. Bolm, K. Muniz, Chem. Soc. Rev. 28 (1999) 51. (p) S. Perrio, in: S.E. Gibson (ed.), Transition Metal Organic Synthesis, Oxford University Press, Oxford, UK, 1997, p. 167.
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    • For recent examples of application in synthesis, see: (a) K. Kamikawa, T. Watanabe, A. Daimon, M. Uemura, Tetrahedron 56 (2000) 2325. (b) G.B. Jones, M. Guzel, J. Mathews, Tetrahedron Lett. 41 (2000) 1123. (c) H. Ratni, B. Crousse, E.P. Kundig, Synlett 5 (1999) 626. (d) C. Baldoli, D. Buttero, P. Paola, P. Dario, Tetrahedron 55 (1999) 14089. (e) B. Schnell, G. Bernardinelli, E.P. Kundig, Synlett 3 (1999) 348. (f) H. Koide, M. Uemura, Chem. Commun (1998) 2483. (g) A. Majdalani, H.-G. Schmalz, Synlett 11 (1997) 1303. (h) A. Fretzen, A. Ripa, R. Liu, G. Bernardinelli, E.P. Kundig, Chem. Eur. J. 4 (1998) 251. (i) K. Schellhaas, H.-G. Schmalz, J.W. Bats, Chem. Eur. J. 4 (1998) 57. (j) K. Schildknegt, J. Aube, Chemtracts 10 (1997) 1. (k) G.B. Jones, R.S. Huber, B.J. Chapman, Tetrahedron Asymmetry 8 (1997) 1797. For methodologies, see: (l) S.E. Gibson, P. Ham, G.R. Jefferson, Chem. Commun. (1998) 123. (m) A. Ariffin, A.J. Blake, R.A. Ewin, N.S. Simpkins, Tetrahedron Asymmetry 9 (1998) 2563. (n) S. Malfait, L. Pelinski, J. Brocard, Tetrahedron Asymmetry 9 (1998) 2595. For recent reviews, see: (o) C. Bolm, K. Muniz, Chem. Soc. Rev. 28 (1999) 51. (p) S. Perrio, in: S.E. Gibson (ed.), Transition Metal Organic Synthesis, Oxford University Press, Oxford, UK, 1997, p. 167.
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    • Jones, G.B.1    Huber, R.S.2    Chapman, B.J.3
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    • 0000654526 scopus 로고    scopus 로고
    • For recent examples of application in synthesis, see: (a) K. Kamikawa, T. Watanabe, A. Daimon, M. Uemura, Tetrahedron 56 (2000) 2325. (b) G.B. Jones, M. Guzel, J. Mathews, Tetrahedron Lett. 41 (2000) 1123. (c) H. Ratni, B. Crousse, E.P. Kundig, Synlett 5 (1999) 626. (d) C. Baldoli, D. Buttero, P. Paola, P. Dario, Tetrahedron 55 (1999) 14089. (e) B. Schnell, G. Bernardinelli, E.P. Kundig, Synlett 3 (1999) 348. (f) H. Koide, M. Uemura, Chem. Commun (1998) 2483. (g) A. Majdalani, H.-G. Schmalz, Synlett 11 (1997) 1303. (h) A. Fretzen, A. Ripa, R. Liu, G. Bernardinelli, E.P. Kundig, Chem. Eur. J. 4 (1998) 251. (i) K. Schellhaas, H.-G. Schmalz, J.W. Bats, Chem. Eur. J. 4 (1998) 57. (j) K. Schildknegt, J. Aube, Chemtracts 10 (1997) 1. (k) G.B. Jones, R.S. Huber, B.J. Chapman, Tetrahedron Asymmetry 8 (1997) 1797. For methodologies, see: (l) S.E. Gibson, P. Ham, G.R. Jefferson, Chem. Commun. (1998) 123. (m) A. Ariffin, A.J. Blake, R.A. Ewin, N.S. Simpkins, Tetrahedron Asymmetry 9 (1998) 2563. (n) S. Malfait, L. Pelinski, J. Brocard, Tetrahedron Asymmetry 9 (1998) 2595. For recent reviews, see: (o) C. Bolm, K. Muniz, Chem. Soc. Rev. 28 (1999) 51. (p) S. Perrio, in: S.E. Gibson (ed.), Transition Metal Organic Synthesis, Oxford University Press, Oxford, UK, 1997, p. 167.
    • (1998) Chem. Commun. , pp. 123
    • Gibson, S.E.1    Ham, P.2    Jefferson, G.R.3
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    • For recent examples of application in synthesis, see: (a) K. Kamikawa, T. Watanabe, A. Daimon, M. Uemura, Tetrahedron 56 (2000) 2325. (b) G.B. Jones, M. Guzel, J. Mathews, Tetrahedron Lett. 41 (2000) 1123. (c) H. Ratni, B. Crousse, E.P. Kundig, Synlett 5 (1999) 626. (d) C. Baldoli, D. Buttero, P. Paola, P. Dario, Tetrahedron 55 (1999) 14089. (e) B. Schnell, G. Bernardinelli, E.P. Kundig, Synlett 3 (1999) 348. (f) H. Koide, M. Uemura, Chem. Commun (1998) 2483. (g) A. Majdalani, H.-G. Schmalz, Synlett 11 (1997) 1303. (h) A. Fretzen, A. Ripa, R. Liu, G. Bernardinelli, E.P. Kundig, Chem. Eur. J. 4 (1998) 251. (i) K. Schellhaas, H.-G. Schmalz, J.W. Bats, Chem. Eur. J. 4 (1998) 57. (j) K. Schildknegt, J. Aube, Chemtracts 10 (1997) 1. (k) G.B. Jones, R.S. Huber, B.J. Chapman, Tetrahedron Asymmetry 8 (1997) 1797. For methodologies, see: (l) S.E. Gibson, P. Ham, G.R. Jefferson, Chem. Commun. (1998) 123. (m) A. Ariffin, A.J. Blake, R.A. Ewin, N.S. Simpkins, Tetrahedron Asymmetry 9 (1998) 2563. (n) S. Malfait, L. Pelinski, J. Brocard, Tetrahedron Asymmetry 9 (1998) 2595. For recent reviews, see: (o) C. Bolm, K. Muniz, Chem. Soc. Rev. 28 (1999) 51. (p) S. Perrio, in: S.E. Gibson (ed.), Transition Metal Organic Synthesis, Oxford University Press, Oxford, UK, 1997, p. 167.
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    • Ariffin, A.1    Blake, A.J.2    Ewin, R.A.3    Simpkins, N.S.4
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