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Volumn 118, Issue 18, 1996, Pages 4322-4343

A stereochemical model for merged 1,2- and 1,3-asymmetric induction in diastereoselective Mukaiyama aldol addition reactions and related processes

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE DERIVATIVE;

EID: 15844376790     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja953901u     Document Type: Article
Times cited : (332)

References (63)
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    • For related examples; see: (a) Reference 7d. (b) Roy, R.; Rev, A. W. Synlett 1990, 448-450. (c) Paterson, I.: Smith, J. J. Org. Chem. 1992, 57, 3261-3261. (d) Paterson, I.: Smith, J. D.; Ward, R. W. Tetrahedron 1995, 51, 9413-9436. (e) Hanessian, S.; Tehim, A.; Chen, P. J. Org. Chem. 1993, 58, 7768-7781.
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    • For related examples; see: (a) Reference 7d. (b) Roy, R.; Rev, A. W. Synlett 1990, 448-450. (c) Paterson, I.: Smith, J. J. Org. Chem. 1992, 57, 3261-3261. (d) Paterson, I.: Smith, J. D.; Ward, R. W. Tetrahedron 1995, 51, 9413-9436. (e) Hanessian, S.; Tehim, A.; Chen, P. J. Org. Chem. 1993, 58, 7768-7781.
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    • For related examples; see: (a) Reference 7d. (b) Roy, R.; Rev, A. W. Synlett 1990, 448-450. (c) Paterson, I.: Smith, J. J. Org. Chem. 1992, 57, 3261-3261. (d) Paterson, I.: Smith, J. D.; Ward, R. W. Tetrahedron 1995, 51, 9413-9436. (e) Hanessian, S.; Tehim, A.; Chen, P. J. Org. Chem. 1993, 58, 7768-7781.
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    • For related examples; see: (a) Reference 7d. (b) Roy, R.; Rev, A. W. Synlett 1990, 448-450. (c) Paterson, I.: Smith, J. J. Org. Chem. 1992, 57, 3261-3261. (d) Paterson, I.: Smith, J. D.; Ward, R. W. Tetrahedron 1995, 51, 9413-9436. (e) Hanessian, S.; Tehim, A.; Chen, P. J. Org. Chem. 1993, 58, 7768-7781.
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    • Product stereochemical assignments are described in detail in the supporting information
    • Product stereochemical assignments are described in detail in the supporting information.
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    • Reference 7d; allylstannane additions
    • Allylsilane additions: (a) Reference 7d; allylstannane additions. (b) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Organomet. Chem. 1985, 285, 31-42. (c) Reference 15b. (d) Nakatsuka, M.: Ragan, J. A.; Sammakia, T.; Smith, D. B.; Uehling. D. E.; Schrieber, S. L. J. Am. Chem. Soc. 1990, 117, 5583-5601. (e) Overly, K. R.: Williams, J. M.: McGarvey, G. J. Tetrahedron Lett 1990, 31, 4573-4576.
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    • Allylsilane additions: (a) Reference 7d; allylstannane additions. (b) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Organomet. Chem. 1985, 285, 31-42. (c) Reference 15b. (d) Nakatsuka, M.: Ragan, J. A.; Sammakia, T.; Smith, D. B.; Uehling. D. E.; Schrieber, S. L. J. Am. Chem. Soc. 1990, 117, 5583-5601. (e) Overly, K. R.: Williams, J. M.: McGarvey, G. J. Tetrahedron Lett 1990, 31, 4573-4576.
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    • Reference 15b
    • Allylsilane additions: (a) Reference 7d; allylstannane additions. (b) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Organomet. Chem. 1985, 285, 31-42. (c) Reference 15b. (d) Nakatsuka, M.: Ragan, J. A.; Sammakia, T.; Smith, D. B.; Uehling. D. E.; Schrieber, S. L. J. Am. Chem. Soc. 1990, 117, 5583-5601. (e) Overly, K. R.: Williams, J. M.: McGarvey, G. J. Tetrahedron Lett 1990, 31, 4573-4576.
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    • Allylsilane additions: (a) Reference 7d; allylstannane additions. (b) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Organomet. Chem. 1985, 285, 31-42. (c) Reference 15b. (d) Nakatsuka, M.: Ragan, J. A.; Sammakia, T.; Smith, D. B.; Uehling. D. E.; Schrieber, S. L. J. Am. Chem. Soc. 1990, 117, 5583-5601. (e) Overly, K. R.: Williams, J. M.: McGarvey, G. J. Tetrahedron Lett 1990, 31, 4573-4576.
    • (1990) J. Am. Chem. Soc. , vol.117 , pp. 5583-5601
    • Nakatsuka, M.1    Ragan, J.A.2    Sammakia, T.3    Smith, D.B.4    Uehling, D.E.5    Schrieber, S.L.6
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    • Allylsilane additions: (a) Reference 7d; allylstannane additions. (b) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Organomet. Chem. 1985, 285, 31-42. (c) Reference 15b. (d) Nakatsuka, M.: Ragan, J. A.; Sammakia, T.; Smith, D. B.; Uehling. D. E.; Schrieber, S. L. J. Am. Chem. Soc. 1990, 117, 5583-5601. (e) Overly, K. R.: Williams, J. M.: McGarvey, G. J. Tetrahedron Lett 1990, 31, 4573-4576.
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    • Overly, K.R.1    Williams, J.M.2    McGarvey, G.J.3
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    • [2 + 2] cyctoadditions: (f) Pons, J.-M.; Pommier, A : Lerpiniere, J.: Kocienski. P. J. Chem. Soc., Perkin Trans. 1 1993, 1549-1551. (g) Pommier. A.; Pons. J.-M.; Kocienski, P. J.: Wone, L. Synthesis 1994, 1294-1300. (h) Pommier, A.; Pons, J.-M.; Kocienski, P. J. J. Org. Chem. 1995, 60, 7334-7339.
    • (1993) J. Chem. Soc., Perkin Trans. 1 , pp. 1549-1551
    • Pons, J.-M.1    Pommier, A.2    Lerpiniere, J.3    Kocienski, P.4
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    • [2 + 2] cyctoadditions: (f) Pons, J.-M.; Pommier, A : Lerpiniere, J.: Kocienski. P. J. Chem. Soc., Perkin Trans. 1 1993, 1549-1551. (g) Pommier. A.; Pons. J.-M.; Kocienski, P. J.: Wone, L. Synthesis 1994, 1294-1300. (h) Pommier, A.; Pons, J.-M.; Kocienski, P. J. J. Org. Chem. 1995, 60, 7334-7339.
    • (1994) Synthesis , pp. 1294-1300
    • Pommier, A.1    Pons, J.-M.2    Kocienski, P.J.3    Wone, L.4
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    • [2 + 2] cyctoadditions: (f) Pons, J.-M.; Pommier, A : Lerpiniere, J.: Kocienski. P. J. Chem. Soc., Perkin Trans. 1 1993, 1549-1551. (g) Pommier. A.; Pons. J.-M.; Kocienski, P. J.: Wone, L. Synthesis 1994, 1294-1300. (h) Pommier, A.; Pons, J.-M.; Kocienski, P. J. J. Org. Chem. 1995, 60, 7334-7339.
    • (1995) J. Org. Chem. , vol.60 , pp. 7334-7339
    • Pommier, A.1    Pons, J.-M.2    Kocienski, P.J.3


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