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For recent reviews, see: (a) Schuster, M.; Blechert, S. Angew. Chem., Int. Ed. Engl. 1997, 36, 2036; Angew. Chem. 1997, 109, 2124. (b) Fürstner, A. Top. Organomet. Chem. 1998, 1, 37. (c) Armstrong, S. J. Chem. Soc., Perkin Trans. 1 1998, 317. (d) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413. (e) Phillips, A. J.; Abell, A. D. Aldrichimica Acta 1999, 32, 75. (f) Fürstner, A. Angew. Chem. Int. Ed. 2000, 39, 3012; Angew. Chem. 2000, 112, 3140. (g) Larry, Y. Chem. Rev. 2000, 100, 2963.
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For recent reviews, see: (a) Schuster, M.; Blechert, S. Angew. Chem., Int. Ed. Engl. 1997, 36, 2036; Angew. Chem. 1997, 109, 2124. (b) Fürstner, A. Top. Organomet. Chem. 1998, 1, 37. (c) Armstrong, S. J. Chem. Soc., Perkin Trans. 1 1998, 317. (d) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413. (e) Phillips, A. J.; Abell, A. D. Aldrichimica Acta 1999, 32, 75. (f) Fürstner, A. Angew. Chem. Int. Ed. 2000, 39, 3012; Angew. Chem. 2000, 112, 3140. (g) Larry, Y. Chem. Rev. 2000, 100, 2963.
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For recent reviews, see: (a) Schuster, M.; Blechert, S. Angew. Chem., Int. Ed. Engl. 1997, 36, 2036; Angew. Chem. 1997, 109, 2124. (b) Fürstner, A. Top. Organomet. Chem. 1998, 1, 37. (c) Armstrong, S. J. Chem. Soc., Perkin Trans. 1 1998, 317. (d) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413. (e) Phillips, A. J.; Abell, A. D. Aldrichimica Acta 1999, 32, 75. (f) Fürstner, A. Angew. Chem. Int. Ed. 2000, 39, 3012; Angew. Chem. 2000, 112, 3140. (g) Larry, Y. Chem. Rev. 2000, 100, 2963.
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For recent reviews, see: (a) Schuster, M.; Blechert, S. Angew. Chem., Int. Ed. Engl. 1997, 36, 2036; Angew. Chem. 1997, 109, 2124. (b) Fürstner, A. Top. Organomet. Chem. 1998, 1, 37. (c) Armstrong, S. J. Chem. Soc., Perkin Trans. 1 1998, 317. (d) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413. (e) Phillips, A. J.; Abell, A. D. Aldrichimica Acta 1999, 32, 75. (f) Fürstner, A. Angew. Chem. Int. Ed. 2000, 39, 3012; Angew. Chem. 2000, 112, 3140. (g) Larry, Y. Chem. Rev. 2000, 100, 2963.
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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Subramanian, T.1
Lin, C.-C.2
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19
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0035855337
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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Klitze, C.F.1
Pilli, R.A.2
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20
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0037189252
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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Singh, V.K.3
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21
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0036828072
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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22
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0037076936
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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For the application of the ring-closing metathesis reaction to the synthesis of aza-sugars, see: (a) Huwe, C. M.; Blechert, S. Tetrahedron Lett. 1995, 36, 1621. (b) Overkleeft, H. S.; Pandit, U. K. Tetrahedron Lett. 1996, 37, 547. (c) Huwe, C. M.; Blechert, S. Synthesis 1997, 61. (d) White, J. D.; Hrnciar, P.; Yokochi, A. F. T. J. Am. Chem. Soc. 1998, 120, 7359. (e) Overkleeft, H. S.; Bruggeman, P.; Pandit, U. K. Tetrahedron Lett. 1998, 39, 3869. (f) Lindstrom, U. M.; Somfai, P. Tetrahedron Lett. 1998, 39, 7173. (g) Ovaa, H.; Stragies, R.; van der Marel, G. A.; van Boom, J. H.; Blechert, S. Chem. Commun. 2000, 1501. (h) Voigtmann, U.; Blechert, S. Org. Lett. 2000, 2, 3971. (i) Subramanian, T.; Lin, C.-C. Tetrahedron Lett. 2001, 42, 4079. (j) Klitze, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605. (k) Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630. (l) Lindsay, K. B.; Pyne, S. G. J. Org. Chem. 2002, 67, 7774. (m) Buschmann, N.; Rückert, A.; Blechert, S. J. Org. Chem. 2002, 67, 4325. (n) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (o) Verhelst, S. H. L.; Martinez, B. P.; Timmer, S. M.; Lodder, G.; Van der Marel, G. A.; Overkleeft, H. S.; van Boom, J. H. J. Org. Chem. 2003, 68, 9598.
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53
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4043124303
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note
-
4,5 observed in the diastereomer 3b (9.5 Hz) as compared to 3a (8.3 Hz) indicated the L-ido configuration for 3b and the D-gluco configuration for 3a. This fact was further supported by comparison of the chemical shift of H-3 in both the isomers. In 3b H-3 appeared upfield at δ = 3.84 ppm as compared to 3a at δ = 4.01 ppm, further supporting the D-gluco- and L-ido configuration at C5 to 3a and 3b, respectively. Thus, the absolute configurations at C-5 in 3a and 3b were assigned as (5R) and (5S), respectively.
-
-
-
-
55
-
-
4043078836
-
-
note
-
3 = 5:95) to give 1a,b.
-
-
-
-
56
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4043169494
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-
note
-
f = 0.52 (EtOAc-hexane = 3:7)
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-
-
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