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Volumn 9, Issue 12, 2003, Pages 2867-2876

Highly diastereoselective [3+2] cycloadditions between nonracemic p-tolylsulfinimines and iminoesters: An efficient entry to enantiopure imidazolidines and vicinal diaminoalcohols

Author keywords

Cycloadditions; Heterocycles; Imidazolidines sulfinimines; Ylides

Indexed keywords

ALCOHOLS; LITHIUM COMPOUNDS; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

EID: 0038789210     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/chem.200204674     Document Type: Article
Times cited : (61)

References (110)
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    • Vicinal diamines are important chiral auxiliaries. For an excellent review, see: a) D. Lucet, T. Le Gall, C. Mioskowski, Angew. Chem. 1998, 110, 2724-2772; Angew. Chem. Int. Ed. 1998, 37, 2580-2627; for recent leading references, see: b) F. Eustache, P. I. Dalko, J. Cossy, Org. Lett. 2002, 4, 1263-1265; c) S. Kobayashi, T. Hamada, K. Manabe, J. Am. Chem. Soc. 2002,124, 5640-5641; d) P. O'Brien, T. D. Towers, J. Org. Chem. 2002, 67, 304-307; e) K. R. Knudsen, T. I Risgaard, N. Nishiwaki, K. V. Gothelf, K. A. Jørgensen, J. Am. Chem. Soc. 2001, 123, 5843-5844; f) G. Li, H. -X. Wei, S. H. Kim, M. D. Carducci, Angew. Chem. 2001, 113, 4407-4410; Angew. Chem. Int. Ed. 2001, 40, 4277-4280; g) N. Nishiwaki, K. R. Knudsen, K. V. Gothelf, K. A. Jørgensen, Angew. Chem. 2001, 113, 3080-3083; Angew. Chem. Int. Ed. 2001, 40, 2992-2995; h) I. Coldham, R. C. B. Copley, T. F. N. Haxell, S. Howard, Org. Lett. 2001, 3, 3799-3801; i) A. Alexakis, A.-S. Chauvin, R. Stouvenel, E. Vrancken, S. Mutti, P. Mangeney, Tetrahedron: Asymmetry 2001, 12, 1171-1178; j) S. Demay, A. Kotschy, P. Knochel, Synthesis 2001, 863-866.
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    • Vicinal diamines are important chiral auxiliaries. For an excellent review, see: a) D. Lucet, T. Le Gall, C. Mioskowski, Angew. Chem. 1998, 110, 2724-2772; Angew. Chem. Int. Ed. 1998, 37, 2580-2627; for recent leading references, see: b) F. Eustache, P. I. Dalko, J. Cossy, Org. Lett. 2002, 4, 1263-1265; c) S. Kobayashi, T. Hamada, K. Manabe, J. Am. Chem. Soc. 2002,124, 5640-5641; d) P. O'Brien, T. D. Towers, J. Org. Chem. 2002, 67, 304-307; e) K. R. Knudsen, T. I Risgaard, N. Nishiwaki, K. V. Gothelf, K. A. Jørgensen, J. Am. Chem. Soc. 2001, 123, 5843-5844; f) G. Li, H. -X. Wei, S. H. Kim, M. D. Carducci, Angew. Chem. 2001, 113, 4407-4410; Angew. Chem. Int. Ed. 2001, 40, 4277-4280; g) N. Nishiwaki, K. R. Knudsen, K. V. Gothelf, K. A. Jørgensen, Angew. Chem. 2001, 113, 3080-3083; Angew. Chem. Int. Ed. 2001, 40, 2992-2995; h) I. Coldham, R. C. B. Copley, T. F. N. Haxell, S. Howard, Org. Lett. 2001, 3, 3799-3801; i) A. Alexakis, A.-S. Chauvin, R. Stouvenel, E. Vrancken, S. Mutti, P. Mangeney, Tetrahedron: Asymmetry 2001, 12, 1171-1178; j) S. Demay, A. Kotschy, P. Knochel, Synthesis 2001, 863-866.
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    • Eustache, F.1    Dalko, P.I.2    Cossy, J.3
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    • Vicinal diamines are important chiral auxiliaries. For an excellent review, see: a) D. Lucet, T. Le Gall, C. Mioskowski, Angew. Chem. 1998, 110, 2724-2772; Angew. Chem. Int. Ed. 1998, 37, 2580-2627; for recent leading references, see: b) F. Eustache, P. I. Dalko, J. Cossy, Org. Lett. 2002, 4, 1263-1265; c) S. Kobayashi, T. Hamada, K. Manabe, J. Am. Chem. Soc. 2002,124, 5640-5641; d) P. O'Brien, T. D. Towers, J. Org. Chem. 2002, 67, 304-307; e) K. R. Knudsen, T. I Risgaard, N. Nishiwaki, K. V. Gothelf, K. A. Jørgensen, J. Am. Chem. Soc. 2001, 123, 5843-5844; f) G. Li, H. -X. Wei, S. H. Kim, M. D. Carducci, Angew. Chem. 2001, 113, 4407-4410; Angew. Chem. Int. Ed. 2001, 40, 4277-4280; g) N. Nishiwaki, K. R. Knudsen, K. V. Gothelf, K. A. Jørgensen, Angew. Chem. 2001, 113, 3080-3083; Angew. Chem. Int. Ed. 2001, 40, 2992-2995; h) I. Coldham, R. C. B. Copley, T. F. N. Haxell, S. Howard, Org. Lett. 2001, 3, 3799-3801; i) A. Alexakis, A.-S. Chauvin, R. Stouvenel, E. Vrancken, S. Mutti, P. Mangeney, Tetrahedron: Asymmetry 2001, 12, 1171-1178; j) S. Demay, A. Kotschy, P. Knochel, Synthesis 2001, 863-866.
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    • Kobayashi, S.1    Hamada, T.2    Manabe, K.3
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    • Vicinal diamines are important chiral auxiliaries. For an excellent review, see: a) D. Lucet, T. Le Gall, C. Mioskowski, Angew. Chem. 1998, 110, 2724-2772; Angew. Chem. Int. Ed. 1998, 37, 2580-2627; for recent leading references, see: b) F. Eustache, P. I. Dalko, J. Cossy, Org. Lett. 2002, 4, 1263-1265; c) S. Kobayashi, T. Hamada, K. Manabe, J. Am. Chem. Soc. 2002,124, 5640-5641; d) P. O'Brien, T. D. Towers, J. Org. Chem. 2002, 67, 304-307; e) K. R. Knudsen, T. I Risgaard, N. Nishiwaki, K. V. Gothelf, K. A. Jørgensen, J. Am. Chem. Soc. 2001, 123, 5843-5844; f) G. Li, H. -X. Wei, S. H. Kim, M. D. Carducci, Angew. Chem. 2001, 113, 4407-4410; Angew. Chem. Int. Ed. 2001, 40, 4277-4280; g) N. Nishiwaki, K. R. Knudsen, K. V. Gothelf, K. A. Jørgensen, Angew. Chem. 2001, 113, 3080-3083; Angew. Chem. Int. Ed. 2001, 40, 2992-2995; h) I. Coldham, R. C. B. Copley, T. F. N. Haxell, S. Howard, Org. Lett. 2001, 3, 3799-3801; i) A. Alexakis, A.-S. Chauvin, R. Stouvenel, E. Vrancken, S. Mutti, P. Mangeney, Tetrahedron: Asymmetry 2001, 12, 1171-1178; j) S. Demay, A. Kotschy, P. Knochel, Synthesis 2001, 863-866.
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    • O'Brien, P.1    Towers, T.D.2
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    • 0034807178 scopus 로고    scopus 로고
    • Vicinal diamines are important chiral auxiliaries. For an excellent review, see: a) D. Lucet, T. Le Gall, C. Mioskowski, Angew. Chem. 1998, 110, 2724-2772; Angew. Chem. Int. Ed. 1998, 37, 2580-2627; for recent leading references, see: b) F. Eustache, P. I. Dalko, J. Cossy, Org. Lett. 2002, 4, 1263-1265; c) S. Kobayashi, T. Hamada, K. Manabe, J. Am. Chem. Soc. 2002,124, 5640-5641; d) P. O'Brien, T. D. Towers, J. Org. Chem. 2002, 67, 304-307; e) K. R. Knudsen, T. I Risgaard, N. Nishiwaki, K. V. Gothelf, K. A. Jørgensen, J. Am. Chem. Soc. 2001, 123, 5843-5844; f) G. Li, H. -X. Wei, S. H. Kim, M. D. Carducci, Angew. Chem. 2001, 113, 4407-4410; Angew. Chem. Int. Ed. 2001, 40, 4277-4280; g) N. Nishiwaki, K. R. Knudsen, K. V. Gothelf, K. A. Jørgensen, Angew. Chem. 2001, 113, 3080-3083; Angew. Chem. Int. Ed. 2001, 40, 2992-2995; h) I. Coldham, R. C. B. Copley, T. F. N. Haxell, S. Howard, Org. Lett. 2001, 3, 3799-3801; i) A. Alexakis, A.-S. Chauvin, R. Stouvenel, E. Vrancken, S. Mutti, P. Mangeney, Tetrahedron: Asymmetry 2001, 12, 1171-1178; j) S. Demay, A. Kotschy, P. Knochel, Synthesis 2001, 863-866.
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    • Knudsen, K.R.1    Risgaard, T.I.2    Nishiwaki, N.3    Gothelf, K.V.4    Jørgensen, K.A.5
  • 33
    • 0037893226 scopus 로고    scopus 로고
    • Vicinal diamines are important chiral auxiliaries. For an excellent review, see: a) D. Lucet, T. Le Gall, C. Mioskowski, Angew. Chem. 1998, 110, 2724-2772; Angew. Chem. Int. Ed. 1998, 37, 2580-2627; for recent leading references, see: b) F. Eustache, P. I. Dalko, J. Cossy, Org. Lett. 2002, 4, 1263-1265; c) S. Kobayashi, T. Hamada, K. Manabe, J. Am. Chem. Soc. 2002,124, 5640-5641; d) P. O'Brien, T. D. Towers, J. Org. Chem. 2002, 67, 304-307; e) K. R. Knudsen, T. I Risgaard, N. Nishiwaki, K. V. Gothelf, K. A. Jørgensen, J. Am. Chem. Soc. 2001, 123, 5843-5844; f) G. Li, H. -X. Wei, S. H. Kim, M. D. Carducci, Angew. Chem. 2001, 113, 4407-4410; Angew. Chem. Int. Ed. 2001, 40, 4277-4280; g) N. Nishiwaki, K. R. Knudsen, K. V. Gothelf, K. A. Jørgensen, Angew. Chem. 2001, 113, 3080-3083; Angew. Chem. Int. Ed. 2001, 40, 2992-2995; h) I. Coldham, R. C. B. Copley, T. F. N. Haxell, S. Howard, Org. Lett. 2001, 3, 3799-3801; i) A. Alexakis, A.-S. Chauvin, R. Stouvenel, E. Vrancken, S. Mutti, P. Mangeney, Tetrahedron: Asymmetry 2001, 12, 1171-1178; j) S. Demay, A. Kotschy, P. Knochel, Synthesis 2001, 863-866.
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    • Li, G.1    Wei, H.-X.2    Kim, S.H.3    Carducci, M.D.4
  • 34
    • 0035915127 scopus 로고    scopus 로고
    • Vicinal diamines are important chiral auxiliaries. For an excellent review, see: a) D. Lucet, T. Le Gall, C. Mioskowski, Angew. Chem. 1998, 110, 2724-2772; Angew. Chem. Int. Ed. 1998, 37, 2580-2627; for recent leading references, see: b) F. Eustache, P. I. Dalko, J. Cossy, Org. Lett. 2002, 4, 1263-1265; c) S. Kobayashi, T. Hamada, K. Manabe, J. Am. Chem. Soc. 2002,124, 5640-5641; d) P. O'Brien, T. D. Towers, J. Org. Chem. 2002, 67, 304-307; e) K. R. Knudsen, T. I Risgaard, N. Nishiwaki, K. V. Gothelf, K. A. Jørgensen, J. Am. Chem. Soc. 2001, 123, 5843-5844; f) G. Li, H. -X. Wei, S. H. Kim, M. D. Carducci, Angew. Chem. 2001, 113, 4407-4410; Angew. Chem. Int. Ed. 2001, 40, 4277-4280; g) N. Nishiwaki, K. R. Knudsen, K. V. Gothelf, K. A. Jørgensen, Angew. Chem. 2001, 113, 3080-3083; Angew. Chem. Int. Ed. 2001, 40, 2992-2995; h) I. Coldham, R. C. B. Copley, T. F. N. Haxell, S. Howard, Org. Lett. 2001, 3, 3799-3801; i) A. Alexakis, A.-S. Chauvin, R. Stouvenel, E. Vrancken, S. Mutti, P. Mangeney, Tetrahedron: Asymmetry 2001, 12, 1171-1178; j) S. Demay, A. Kotschy, P. Knochel, Synthesis 2001, 863-866.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 4277-4280
  • 35
    • 0000142969 scopus 로고    scopus 로고
    • Vicinal diamines are important chiral auxiliaries. For an excellent review, see: a) D. Lucet, T. Le Gall, C. Mioskowski, Angew. Chem. 1998, 110, 2724-2772; Angew. Chem. Int. Ed. 1998, 37, 2580-2627; for recent leading references, see: b) F. Eustache, P. I. Dalko, J. Cossy, Org. Lett. 2002, 4, 1263-1265; c) S. Kobayashi, T. Hamada, K. Manabe, J. Am. Chem. Soc. 2002,124, 5640-5641; d) P. O'Brien, T. D. Towers, J. Org. Chem. 2002, 67, 304-307; e) K. R. Knudsen, T. I Risgaard, N. Nishiwaki, K. V. Gothelf, K. A. Jørgensen, J. Am. Chem. Soc. 2001, 123, 5843-5844; f) G. Li, H. -X. Wei, S. H. Kim, M. D. Carducci, Angew. Chem. 2001, 113, 4407-4410; Angew. Chem. Int. Ed. 2001, 40, 4277-4280; g) N. Nishiwaki, K. R. Knudsen, K. V. Gothelf, K. A. Jørgensen, Angew. Chem. 2001, 113, 3080-3083; Angew. Chem. Int. Ed. 2001, 40, 2992-2995; h) I. Coldham, R. C. B. Copley, T. F. N. Haxell, S. Howard, Org. Lett. 2001, 3, 3799-3801; i) A. Alexakis, A.-S. Chauvin, R. Stouvenel, E. Vrancken, S. Mutti, P. Mangeney, Tetrahedron: Asymmetry 2001, 12, 1171-1178; j) S. Demay, A. Kotschy, P. Knochel, Synthesis 2001, 863-866.
    • (2001) Angew. Chem. , vol.113 , pp. 3080-3083
    • Nishiwaki, N.1    Knudsen, K.R.2    Gothelf, K.V.3    Jørgensen, K.A.4
  • 36
    • 0035902841 scopus 로고    scopus 로고
    • Vicinal diamines are important chiral auxiliaries. For an excellent review, see: a) D. Lucet, T. Le Gall, C. Mioskowski, Angew. Chem. 1998, 110, 2724-2772; Angew. Chem. Int. Ed. 1998, 37, 2580-2627; for recent leading references, see: b) F. Eustache, P. I. Dalko, J. Cossy, Org. Lett. 2002, 4, 1263-1265; c) S. Kobayashi, T. Hamada, K. Manabe, J. Am. Chem. Soc. 2002,124, 5640-5641; d) P. O'Brien, T. D. Towers, J. Org. Chem. 2002, 67, 304-307; e) K. R. Knudsen, T. I Risgaard, N. Nishiwaki, K. V. Gothelf, K. A. Jørgensen, J. Am. Chem. Soc. 2001, 123, 5843-5844; f) G. Li, H. -X. Wei, S. H. Kim, M. D. Carducci, Angew. Chem. 2001, 113, 4407-4410; Angew. Chem. Int. Ed. 2001, 40, 4277-4280; g) N. Nishiwaki, K. R. Knudsen, K. V. Gothelf, K. A. Jørgensen, Angew. Chem. 2001, 113, 3080-3083; Angew. Chem. Int. Ed. 2001, 40, 2992-2995; h) I. Coldham, R. C. B. Copley, T. F. N. Haxell, S. Howard, Org. Lett. 2001, 3, 3799-3801; i) A. Alexakis, A.-S. Chauvin, R. Stouvenel, E. Vrancken, S. Mutti, P. Mangeney, Tetrahedron: Asymmetry 2001, 12, 1171-1178; j) S. Demay, A. Kotschy, P. Knochel, Synthesis 2001, 863-866.
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    • Vicinal diamines are important chiral auxiliaries. For an excellent review, see: a) D. Lucet, T. Le Gall, C. Mioskowski, Angew. Chem. 1998, 110, 2724-2772; Angew. Chem. Int. Ed. 1998, 37, 2580-2627; for recent leading references, see: b) F. Eustache, P. I. Dalko, J. Cossy, Org. Lett. 2002, 4, 1263-1265; c) S. Kobayashi, T. Hamada, K. Manabe, J. Am. Chem. Soc. 2002,124, 5640-5641; d) P. O'Brien, T. D. Towers, J. Org. Chem. 2002, 67, 304-307; e) K. R. Knudsen, T. I Risgaard, N. Nishiwaki, K. V. Gothelf, K. A. Jørgensen, J. Am. Chem. Soc. 2001, 123, 5843-5844; f) G. Li, H. -X. Wei, S. H. Kim, M. D. Carducci, Angew. Chem. 2001, 113, 4407-4410; Angew. Chem. Int. Ed. 2001, 40, 4277-4280; g) N. Nishiwaki, K. R. Knudsen, K. V. Gothelf, K. A. Jørgensen, Angew. Chem. 2001, 113, 3080-3083; Angew. Chem. Int. Ed. 2001, 40, 2992-2995; h) I. Coldham, R. C. B. Copley, T. F. N. Haxell, S. Howard, Org. Lett. 2001, 3, 3799-3801; i) A. Alexakis, A.-S. Chauvin, R. Stouvenel, E. Vrancken, S. Mutti, P. Mangeney, Tetrahedron: Asymmetry 2001, 12, 1171-1178; j) S. Demay, A. Kotschy, P. Knochel, Synthesis 2001, 863-866.
    • (2001) Org. Lett. , vol.3 , pp. 3799-3801
    • Coldham, I.1    Copley, R.C.B.2    Haxell, T.F.N.3    Howard, S.4
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    • 0035926415 scopus 로고    scopus 로고
    • Vicinal diamines are important chiral auxiliaries. For an excellent review, see: a) D. Lucet, T. Le Gall, C. Mioskowski, Angew. Chem. 1998, 110, 2724-2772; Angew. Chem. Int. Ed. 1998, 37, 2580-2627; for recent leading references, see: b) F. Eustache, P. I. Dalko, J. Cossy, Org. Lett. 2002, 4, 1263-1265; c) S. Kobayashi, T. Hamada, K. Manabe, J. Am. Chem. Soc. 2002,124, 5640-5641; d) P. O'Brien, T. D. Towers, J. Org. Chem. 2002, 67, 304-307; e) K. R. Knudsen, T. I Risgaard, N. Nishiwaki, K. V. Gothelf, K. A. Jørgensen, J. Am. Chem. Soc. 2001, 123, 5843-5844; f) G. Li, H. -X. Wei, S. H. Kim, M. D. Carducci, Angew. Chem. 2001, 113, 4407-4410; Angew. Chem. Int. Ed. 2001, 40, 4277-4280; g) N. Nishiwaki, K. R. Knudsen, K. V. Gothelf, K. A. Jørgensen, Angew. Chem. 2001, 113, 3080-3083; Angew. Chem. Int. Ed. 2001, 40, 2992-2995; h) I. Coldham, R. C. B. Copley, T. F. N. Haxell, S. Howard, Org. Lett. 2001, 3, 3799-3801; i) A. Alexakis, A.-S. Chauvin, R. Stouvenel, E. Vrancken, S. Mutti, P. Mangeney, Tetrahedron: Asymmetry 2001, 12, 1171-1178; j) S. Demay, A. Kotschy, P. Knochel, Synthesis 2001, 863-866.
    • (2001) Tetrahedron: Asymmetry , vol.12 , pp. 1171-1178
    • Alexakis, A.1    Chauvin, A.-S.2    Stouvenel, R.3    Vrancken, E.4    Mutti, S.5    Mangeney, P.6
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    • Vicinal diamines are important chiral auxiliaries. For an excellent review, see: a) D. Lucet, T. Le Gall, C. Mioskowski, Angew. Chem. 1998, 110, 2724-2772; Angew. Chem. Int. Ed. 1998, 37, 2580-2627; for recent leading references, see: b) F. Eustache, P. I. Dalko, J. Cossy, Org. Lett. 2002, 4, 1263-1265; c) S. Kobayashi, T. Hamada, K. Manabe, J. Am. Chem. Soc. 2002,124, 5640-5641; d) P. O'Brien, T. D. Towers, J. Org. Chem. 2002, 67, 304-307; e) K. R. Knudsen, T. I Risgaard, N. Nishiwaki, K. V. Gothelf, K. A. Jørgensen, J. Am. Chem. Soc. 2001, 123, 5843-5844; f) G. Li, H. -X. Wei, S. H. Kim, M. D. Carducci, Angew. Chem. 2001, 113, 4407-4410; Angew. Chem. Int. Ed. 2001, 40, 4277-4280; g) N. Nishiwaki, K. R. Knudsen, K. V. Gothelf, K. A. Jørgensen, Angew. Chem. 2001, 113, 3080-3083; Angew. Chem. Int. Ed. 2001, 40, 2992-2995; h) I. Coldham, R. C. B. Copley, T. F. N. Haxell, S. Howard, Org. Lett. 2001, 3, 3799-3801; i) A. Alexakis, A.-S. Chauvin, R. Stouvenel, E. Vrancken, S. Mutti, P. Mangeney, Tetrahedron: Asymmetry 2001, 12, 1171-1178; j) S. Demay, A. Kotschy, P. Knochel, Synthesis 2001, 863-866.
    • (2001) Synthesis , pp. 863-866
    • Demay, S.1    Kotschy, A.2    Knochel, P.3
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    • For a review on the use of aminals in asymmetric synthesis, see: a) A. Alexakis, P. Mangeney, in Advanced Asymmetric Synthesis (Ed.: G. R. Stephenson), Chapman & Hall, London, 1996, pp. 93-110; for leading references, see: b) J. Clayden, L. W. Lai, Angew. Chem. 1999, 111, 2755-2757; Angew. Chem. Int. Ed. 1999, 38, 2556-2558; c) A. L. Braga, F. Vargas, C. C. Silveira, L. H. de Andrade, Tetrahedron Lett. 2002, 43, 2335-2337; d) A. R. Katritzky, K. Suzuki, H.-Y. He, J. Org. Chem. 2002, 67, 3109-3114; e) A. Alexakis, I. Aujard, J. Pytkowicz, S. Roland, P. Mangeney, J. Chem. Soc. Perkin Trans. 1 2001, 949-951; f) M. E. Jung, A. Huang, Org. Lett. 2000, 2, 2659-2661; g) I. Coldham, P. M. A. Houdayer, R. A. Judkins, D. R. Witty, Synthesis 1998, 1463-1466; h) A. Alexakis, J.-P. Tranchier, N. Lensen, P. Mangeney, J. Am. Chem. Soc. 1995, 117, 10767-10768; i) M.-J. Jin, S.-H. Kim, S.-J. Lee, Y.-M. Kim, Tetrahedron Lett. 2002, 43, 7409-7411.
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    • For a review on the use of aminals in asymmetric synthesis, see: a) A. Alexakis, P. Mangeney, in Advanced Asymmetric Synthesis (Ed.: G. R. Stephenson), Chapman & Hall, London, 1996, pp. 93-110; for leading references, see: b) J. Clayden, L. W. Lai, Angew. Chem. 1999, 111, 2755-2757; Angew. Chem. Int. Ed. 1999, 38, 2556-2558; c) A. L. Braga, F. Vargas, C. C. Silveira, L. H. de Andrade, Tetrahedron Lett. 2002, 43, 2335-2337; d) A. R. Katritzky, K. Suzuki, H.-Y. He, J. Org. Chem. 2002, 67, 3109-3114; e) A. Alexakis, I. Aujard, J. Pytkowicz, S. Roland, P. Mangeney, J. Chem. Soc. Perkin Trans. 1 2001, 949-951; f) M. E. Jung, A. Huang, Org. Lett. 2000, 2, 2659-2661; g) I. Coldham, P. M. A. Houdayer, R. A. Judkins, D. R. Witty, Synthesis 1998, 1463-1466; h) A. Alexakis, J.-P. Tranchier, N. Lensen, P. Mangeney, J. Am. Chem. Soc. 1995, 117, 10767-10768; i) M.-J. Jin, S.-H. Kim, S.-J. Lee, Y.-M. Kim, Tetrahedron Lett. 2002, 43, 7409-7411.
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    • In an alternative approach, Harwood et al. reported the diastereoselective synthesis of bicyclic imidazolidines by cycloaddition between aromatic imines and azomethine ylides derived from an enantiopure cyclic glycinate: D. Alker, L. M. Harwood, C. E. Williams, Tetrahedron Lett. 1998, 39, 475-478.
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    • For a review on applications of sulfinimines, see: a) F. A. Davis, P. Zhou, B.-C. Chen, Chem. Soc. Rev. 1998, 27, 13-18; for recent leading references, see: b) F. A. Davis, K. R. Prasad, P. J. Carroll, J. Org. Chem. 2002, 67, 7802-7806; c) G. K. S. Prakash, M. Mandal, J. Am. Chem. Soc. 2002, 124, 6538-6539; d) B.-F. Li, M.-J. Zhang, X.-L. Hou, L.-X. Dai, J. Org. Chem. 2002, 67, 2902-2906; e) T. Kochi, T. P. Tang, J. A. Ellman, J. Am. Chem. Soc. 2002, 124, 6518-6519; f) V. K. Aggarwal, A. M. Martín Castro, A. Mereu, H. Adams, Tetrahedron Lett. 2002, 43, 1577-1581; g) R. Kumareswaran, A. Hassner, Tetrahedron: Asymmetry 2001, 12, 3409-3415; h) A. Asensio, P. Bravo, M. Crucianelli, A. Farina, S. Fustero, J. García Soler, S. V. Meille, W. Panzeri, F. Viani, A. Volonterio, M. Zanda, Eur. J. Org. Chem. 2001, 1449-1458; i) I. R. Cooper, R. Grigg, W. S. MacLachlan, M. Thornton-Pett, V. Sridharan, Chem. Commun. 2002, 1372-1373; j) M. J. Remuiñán, G. Pattenden, Tetrahedron Lett. 2000, 41, 7367-7371; k) D. A. DeGoey, H.-J. Chen, W. J. Flosi, D. J. Grampovnik, C. M. Yeung, L. L. Klein, D. J. Kempf, J. Org. Chem. 2002, 67, 5445-5453; l) Y. Koriyama, A. Nozawa, R. Hayakawa, M. Shimizu, Tetrahedron 2002, 58, 9621-9628; m) D. D. Staas, K. L. Savage, C. F. Homnick, N. N. Tsou, R. G. Ball, J. Org. Chem. 2002, 67, 8276-8279; n) Z. Han, D. Krishnamurthy, D. Pflum, P. Grover, S. A. Wald, C. H. Senanayake, Org. Lett. 2002, 4, 4025-4028.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 6518-6519
    • Kochi, T.1    Tang, T.P.2    Ellman, J.A.3
  • 66
    • 0037127529 scopus 로고    scopus 로고
    • For a review on applications of sulfinimines, see: a) F. A. Davis, P. Zhou, B.-C. Chen, Chem. Soc. Rev. 1998, 27, 13-18; for recent leading references, see: b) F. A. Davis, K. R. Prasad, P. J. Carroll, J. Org. Chem. 2002, 67, 7802-7806; c) G. K. S. Prakash, M. Mandal, J. Am. Chem. Soc. 2002, 124, 6538-6539; d) B.-F. Li, M.-J. Zhang, X.-L. Hou, L.-X. Dai, J. Org. Chem. 2002, 67, 2902-2906; e) T. Kochi, T. P. Tang, J. A. Ellman, J. Am. Chem. Soc. 2002, 124, 6518-6519; f) V. K. Aggarwal, A. M. Martín Castro, A. Mereu, H. Adams, Tetrahedron Lett. 2002, 43, 1577-1581; g) R. Kumareswaran, A. Hassner, Tetrahedron: Asymmetry 2001, 12, 3409-3415; h) A. Asensio, P. Bravo, M. Crucianelli, A. Farina, S. Fustero, J. García Soler, S. V. Meille, W. Panzeri, F. Viani, A. Volonterio, M. Zanda, Eur. J. Org. Chem. 2001, 1449-1458; i) I. R. Cooper, R. Grigg, W. S. MacLachlan, M. Thornton-Pett, V. Sridharan, Chem. Commun. 2002, 1372-1373; j) M. J. Remuiñán, G. Pattenden, Tetrahedron Lett. 2000, 41, 7367-7371; k) D. A. DeGoey, H.-J. Chen, W. J. Flosi, D. J. Grampovnik, C. M. Yeung, L. L. Klein, D. J. Kempf, J. Org. Chem. 2002, 67, 5445-5453; l) Y. Koriyama, A. Nozawa, R. Hayakawa, M. Shimizu, Tetrahedron 2002, 58, 9621-9628; m) D. D. Staas, K. L. Savage, C. F. Homnick, N. N. Tsou, R. G. Ball, J. Org. Chem. 2002, 67, 8276-8279; n) Z. Han, D. Krishnamurthy, D. Pflum, P. Grover, S. A. Wald, C. H. Senanayake, Org. Lett. 2002, 4, 4025-4028.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 1577-1581
    • Aggarwal, V.K.1    Martín Castro, A.M.2    Mereu, A.3    Adams, H.4
  • 67
    • 0037148448 scopus 로고    scopus 로고
    • For a review on applications of sulfinimines, see: a) F. A. Davis, P. Zhou, B.-C. Chen, Chem. Soc. Rev. 1998, 27, 13-18; for recent leading references, see: b) F. A. Davis, K. R. Prasad, P. J. Carroll, J. Org. Chem. 2002, 67, 7802-7806; c) G. K. S. Prakash, M. Mandal, J. Am. Chem. Soc. 2002, 124, 6538-6539; d) B.-F. Li, M.-J. Zhang, X.-L. Hou, L.-X. Dai, J. Org. Chem. 2002, 67, 2902-2906; e) T. Kochi, T. P. Tang, J. A. Ellman, J. Am. Chem. Soc. 2002, 124, 6518-6519; f) V. K. Aggarwal, A. M. Martín Castro, A. Mereu, H. Adams, Tetrahedron Lett. 2002, 43, 1577-1581; g) R. Kumareswaran, A. Hassner, Tetrahedron: Asymmetry 2001, 12, 3409-3415; h) A. Asensio, P. Bravo, M. Crucianelli, A. Farina, S. Fustero, J. García Soler, S. V. Meille, W. Panzeri, F. Viani, A. Volonterio, M. Zanda, Eur. J. Org. Chem. 2001, 1449-1458; i) I. R. Cooper, R. Grigg, W. S. MacLachlan, M. Thornton-Pett, V. Sridharan, Chem. Commun. 2002, 1372-1373; j) M. J. Remuiñán, G. Pattenden, Tetrahedron Lett. 2000, 41, 7367-7371; k) D. A. DeGoey, H.-J. Chen, W. J. Flosi, D. J. Grampovnik, C. M. Yeung, L. L. Klein, D. J. Kempf, J. Org. Chem. 2002, 67, 5445-5453; l) Y. Koriyama, A. Nozawa, R. Hayakawa, M. Shimizu, Tetrahedron 2002, 58, 9621-9628; m) D. D. Staas, K. L. Savage, C. F. Homnick, N. N. Tsou, R. G. Ball, J. Org. Chem. 2002, 67, 8276-8279; n) Z. Han, D. Krishnamurthy, D. Pflum, P. Grover, S. A. Wald, C. H. Senanayake, Org. Lett. 2002, 4, 4025-4028.
    • (2001) Tetrahedron: Asymmetry , vol.12 , pp. 3409-3415
    • Kumareswaran, R.1    Hassner, A.2
  • 68
    • 0035048927 scopus 로고    scopus 로고
    • For a review on applications of sulfinimines, see: a) F. A. Davis, P. Zhou, B.-C. Chen, Chem. Soc. Rev. 1998, 27, 13-18; for recent leading references, see: b) F. A. Davis, K. R. Prasad, P. J. Carroll, J. Org. Chem. 2002, 67, 7802-7806; c) G. K. S. Prakash, M. Mandal, J. Am. Chem. Soc. 2002, 124, 6538-6539; d) B.-F. Li, M.-J. Zhang, X.-L. Hou, L.-X. Dai, J. Org. Chem. 2002, 67, 2902-2906; e) T. Kochi, T. P. Tang, J. A. Ellman, J. Am. Chem. Soc. 2002, 124, 6518-6519; f) V. K. Aggarwal, A. M. Martín Castro, A. Mereu, H. Adams, Tetrahedron Lett. 2002, 43, 1577-1581; g) R. Kumareswaran, A. Hassner, Tetrahedron: Asymmetry 2001, 12, 3409-3415; h) A. Asensio, P. Bravo, M. Crucianelli, A. Farina, S. Fustero, J. García Soler, S. V. Meille, W. Panzeri, F. Viani, A. Volonterio, M. Zanda, Eur. J. Org. Chem. 2001, 1449-1458; i) I. R. Cooper, R. Grigg, W. S. MacLachlan, M. Thornton-Pett, V. Sridharan, Chem. Commun. 2002, 1372-1373; j) M. J. Remuiñán, G. Pattenden, Tetrahedron Lett. 2000, 41, 7367-7371; k) D. A. DeGoey, H.-J. Chen, W. J. Flosi, D. J. Grampovnik, C. M. Yeung, L. L. Klein, D. J. Kempf, J. Org. Chem. 2002, 67, 5445-5453; l) Y. Koriyama, A. Nozawa, R. Hayakawa, M. Shimizu, Tetrahedron 2002, 58, 9621-9628; m) D. D. Staas, K. L. Savage, C. F. Homnick, N. N. Tsou, R. G. Ball, J. Org. Chem. 2002, 67, 8276-8279; n) Z. Han, D. Krishnamurthy, D. Pflum, P. Grover, S. A. Wald, C. H. Senanayake, Org. Lett. 2002, 4, 4025-4028.
    • (2001) Eur. J. Org. Chem. , pp. 1449-1458
    • Asensio, A.1    Bravo, P.2    Crucianelli, M.3    Farina, A.4    Fustero, S.5    García Soler, J.6    Meille, S.V.7    Panzeri, W.8    Viani, F.9    Volonterio, A.10    Zanda, M.11
  • 69
    • 0036080602 scopus 로고    scopus 로고
    • For a review on applications of sulfinimines, see: a) F. A. Davis, P. Zhou, B.-C. Chen, Chem. Soc. Rev. 1998, 27, 13-18; for recent leading references, see: b) F. A. Davis, K. R. Prasad, P. J. Carroll, J. Org. Chem. 2002, 67, 7802-7806; c) G. K. S. Prakash, M. Mandal, J. Am. Chem. Soc. 2002, 124, 6538-6539; d) B.-F. Li, M.-J. Zhang, X.-L. Hou, L.-X. Dai, J. Org. Chem. 2002, 67, 2902-2906; e) T. Kochi, T. P. Tang, J. A. Ellman, J. Am. Chem. Soc. 2002, 124, 6518-6519; f) V. K. Aggarwal, A. M. Martín Castro, A. Mereu, H. Adams, Tetrahedron Lett. 2002, 43, 1577-1581; g) R. Kumareswaran, A. Hassner, Tetrahedron: Asymmetry 2001, 12, 3409-3415; h) A. Asensio, P. Bravo, M. Crucianelli, A. Farina, S. Fustero, J. García Soler, S. V. Meille, W. Panzeri, F. Viani, A. Volonterio, M. Zanda, Eur. J. Org. Chem. 2001, 1449-1458; i) I. R. Cooper, R. Grigg, W. S. MacLachlan, M. Thornton-Pett, V. Sridharan, Chem. Commun. 2002, 1372-1373; j) M. J. Remuiñán, G. Pattenden, Tetrahedron Lett. 2000, 41, 7367-7371; k) D. A. DeGoey, H.-J. Chen, W. J. Flosi, D. J. Grampovnik, C. M. Yeung, L. L. Klein, D. J. Kempf, J. Org. Chem. 2002, 67, 5445-5453; l) Y. Koriyama, A. Nozawa, R. Hayakawa, M. Shimizu, Tetrahedron 2002, 58, 9621-9628; m) D. D. Staas, K. L. Savage, C. F. Homnick, N. N. Tsou, R. G. Ball, J. Org. Chem. 2002, 67, 8276-8279; n) Z. Han, D. Krishnamurthy, D. Pflum, P. Grover, S. A. Wald, C. H. Senanayake, Org. Lett. 2002, 4, 4025-4028.
    • (2002) Chem. Commun. , pp. 1372-1373
    • Cooper, I.R.1    Grigg, R.2    MacLachlan, W.S.3    Thornton-Pett, M.4    Sridharan, V.5
  • 70
    • 0034675238 scopus 로고    scopus 로고
    • For a review on applications of sulfinimines, see: a) F. A. Davis, P. Zhou, B.-C. Chen, Chem. Soc. Rev. 1998, 27, 13-18; for recent leading references, see: b) F. A. Davis, K. R. Prasad, P. J. Carroll, J. Org. Chem. 2002, 67, 7802-7806; c) G. K. S. Prakash, M. Mandal, J. Am. Chem. Soc. 2002, 124, 6538-6539; d) B.-F. Li, M.-J. Zhang, X.-L. Hou, L.-X. Dai, J. Org. Chem. 2002, 67, 2902-2906; e) T. Kochi, T. P. Tang, J. A. Ellman, J. Am. Chem. Soc. 2002, 124, 6518-6519; f) V. K. Aggarwal, A. M. Martín Castro, A. Mereu, H. Adams, Tetrahedron Lett. 2002, 43, 1577-1581; g) R. Kumareswaran, A. Hassner, Tetrahedron: Asymmetry 2001, 12, 3409-3415; h) A. Asensio, P. Bravo, M. Crucianelli, A. Farina, S. Fustero, J. García Soler, S. V. Meille, W. Panzeri, F. Viani, A. Volonterio, M. Zanda, Eur. J. Org. Chem. 2001, 1449-1458; i) I. R. Cooper, R. Grigg, W. S. MacLachlan, M. Thornton-Pett, V. Sridharan, Chem. Commun. 2002, 1372-1373; j) M. J. Remuiñán, G. Pattenden, Tetrahedron Lett. 2000, 41, 7367-7371; k) D. A. DeGoey, H.-J. Chen, W. J. Flosi, D. J. Grampovnik, C. M. Yeung, L. L. Klein, D. J. Kempf, J. Org. Chem. 2002, 67, 5445-5453; l) Y. Koriyama, A. Nozawa, R. Hayakawa, M. Shimizu, Tetrahedron 2002, 58, 9621-9628; m) D. D. Staas, K. L. Savage, C. F. Homnick, N. N. Tsou, R. G. Ball, J. Org. Chem. 2002, 67, 8276-8279; n) Z. Han, D. Krishnamurthy, D. Pflum, P. Grover, S. A. Wald, C. H. Senanayake, Org. Lett. 2002, 4, 4025-4028.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 7367-7371
    • Remuiñán, M.J.1    Pattenden, G.2
  • 71
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    • For a review on applications of sulfinimines, see: a) F. A. Davis, P. Zhou, B.-C. Chen, Chem. Soc. Rev. 1998, 27, 13-18; for recent leading references, see: b) F. A. Davis, K. R. Prasad, P. J. Carroll, J. Org. Chem. 2002, 67, 7802-7806; c) G. K. S. Prakash, M. Mandal, J. Am. Chem. Soc. 2002, 124, 6538-6539; d) B.-F. Li, M.-J. Zhang, X.-L. Hou, L.-X. Dai, J. Org. Chem. 2002, 67, 2902-2906; e) T. Kochi, T. P. Tang, J. A. Ellman, J. Am. Chem. Soc. 2002, 124, 6518-6519; f) V. K. Aggarwal, A. M. Martín Castro, A. Mereu, H. Adams, Tetrahedron Lett. 2002, 43, 1577-1581; g) R. Kumareswaran, A. Hassner, Tetrahedron: Asymmetry 2001, 12, 3409-3415; h) A. Asensio, P. Bravo, M. Crucianelli, A. Farina, S. Fustero, J. García Soler, S. V. Meille, W. Panzeri, F. Viani, A. Volonterio, M. Zanda, Eur. J. Org. Chem. 2001, 1449-1458; i) I. R. Cooper, R. Grigg, W. S. MacLachlan, M. Thornton-Pett, V. Sridharan, Chem. Commun. 2002, 1372-1373; j) M. J. Remuiñán, G. Pattenden, Tetrahedron Lett. 2000, 41, 7367-7371; k) D. A. DeGoey, H.-J. Chen, W. J. Flosi, D. J. Grampovnik, C. M. Yeung, L. L. Klein, D. J. Kempf, J. Org. Chem. 2002, 67, 5445-5453; l) Y. Koriyama, A. Nozawa, R. Hayakawa, M. Shimizu, Tetrahedron 2002, 58, 9621-9628; m) D. D. Staas, K. L. Savage, C. F. Homnick, N. N. Tsou, R. G. Ball, J. Org. Chem. 2002, 67, 8276-8279; n) Z. Han, D. Krishnamurthy, D. Pflum, P. Grover, S. A. Wald, C. H. Senanayake, Org. Lett. 2002, 4, 4025-4028.
    • (2002) J. Org. Chem. , vol.67 , pp. 5445-5453
    • DeGoey, D.A.1    Chen, H.-J.2    Flosi, W.J.3    Grampovnik, D.J.4    Yeung, C.M.5    Klein, L.L.6    Kempf, D.J.7
  • 72
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    • For a review on applications of sulfinimines, see: a) F. A. Davis, P. Zhou, B.-C. Chen, Chem. Soc. Rev. 1998, 27, 13-18; for recent leading references, see: b) F. A. Davis, K. R. Prasad, P. J. Carroll, J. Org. Chem. 2002, 67, 7802-7806; c) G. K. S. Prakash, M. Mandal, J. Am. Chem. Soc. 2002, 124, 6538-6539; d) B.-F. Li, M.-J. Zhang, X.-L. Hou, L.-X. Dai, J. Org. Chem. 2002, 67, 2902-2906; e) T. Kochi, T. P. Tang, J. A. Ellman, J. Am. Chem. Soc. 2002, 124, 6518-6519; f) V. K. Aggarwal, A. M. Martín Castro, A. Mereu, H. Adams, Tetrahedron Lett. 2002, 43, 1577-1581; g) R. Kumareswaran, A. Hassner, Tetrahedron: Asymmetry 2001, 12, 3409-3415; h) A. Asensio, P. Bravo, M. Crucianelli, A. Farina, S. Fustero, J. García Soler, S. V. Meille, W. Panzeri, F. Viani, A. Volonterio, M. Zanda, Eur. J. Org. Chem. 2001, 1449-1458; i) I. R. Cooper, R. Grigg, W. S. MacLachlan, M. Thornton-Pett, V. Sridharan, Chem. Commun. 2002, 1372-1373; j) M. J. Remuiñán, G. Pattenden, Tetrahedron Lett. 2000, 41, 7367-7371; k) D. A. DeGoey, H.-J. Chen, W. J. Flosi, D. J. Grampovnik, C. M. Yeung, L. L. Klein, D. J. Kempf, J. Org. Chem. 2002, 67, 5445-5453; l) Y. Koriyama, A. Nozawa, R. Hayakawa, M. Shimizu, Tetrahedron 2002, 58, 9621-9628; m) D. D. Staas, K. L. Savage, C. F. Homnick, N. N. Tsou, R. G. Ball, J. Org. Chem. 2002, 67, 8276-8279; n) Z. Han, D. Krishnamurthy, D. Pflum, P. Grover, S. A. Wald, C. H. Senanayake, Org. Lett. 2002, 4, 4025-4028.
    • (2002) Tetrahedron , vol.58 , pp. 9621-9628
    • Koriyama, Y.1    Nozawa, A.2    Hayakawa, R.3    Shimizu, M.4
  • 73
    • 0037111684 scopus 로고    scopus 로고
    • For a review on applications of sulfinimines, see: a) F. A. Davis, P. Zhou, B.-C. Chen, Chem. Soc. Rev. 1998, 27, 13-18; for recent leading references, see: b) F. A. Davis, K. R. Prasad, P. J. Carroll, J. Org. Chem. 2002, 67, 7802-7806; c) G. K. S. Prakash, M. Mandal, J. Am. Chem. Soc. 2002, 124, 6538-6539; d) B.-F. Li, M.-J. Zhang, X.-L. Hou, L.-X. Dai, J. Org. Chem. 2002, 67, 2902-2906; e) T. Kochi, T. P. Tang, J. A. Ellman, J. Am. Chem. Soc. 2002, 124, 6518-6519; f) V. K. Aggarwal, A. M. Martín Castro, A. Mereu, H. Adams, Tetrahedron Lett. 2002, 43, 1577-1581; g) R. Kumareswaran, A. Hassner, Tetrahedron: Asymmetry 2001, 12, 3409-3415; h) A. Asensio, P. Bravo, M. Crucianelli, A. Farina, S. Fustero, J. García Soler, S. V. Meille, W. Panzeri, F. Viani, A. Volonterio, M. Zanda, Eur. J. Org. Chem. 2001, 1449-1458; i) I. R. Cooper, R. Grigg, W. S. MacLachlan, M. Thornton-Pett, V. Sridharan, Chem. Commun. 2002, 1372-1373; j) M. J. Remuiñán, G. Pattenden, Tetrahedron Lett. 2000, 41, 7367-7371; k) D. A. DeGoey, H.-J. Chen, W. J. Flosi, D. J. Grampovnik, C. M. Yeung, L. L. Klein, D. J. Kempf, J. Org. Chem. 2002, 67, 5445-5453; l) Y. Koriyama, A. Nozawa, R. Hayakawa, M. Shimizu, Tetrahedron 2002, 58, 9621-9628; m) D. D. Staas, K. L. Savage, C. F. Homnick, N. N. Tsou, R. G. Ball, J. Org. Chem. 2002, 67, 8276-8279; n) Z. Han, D. Krishnamurthy, D. Pflum, P. Grover, S. A. Wald, C. H. Senanayake, Org. Lett. 2002, 4, 4025-4028.
    • (2002) J. Org. Chem. , vol.67 , pp. 8276-8279
    • Staas, D.D.1    Savage, K.L.2    Homnick, C.F.3    Tsou, N.N.4    Ball, R.G.5
  • 74
    • 0037078849 scopus 로고    scopus 로고
    • For a review on applications of sulfinimines, see: a) F. A. Davis, P. Zhou, B.-C. Chen, Chem. Soc. Rev. 1998, 27, 13-18; for recent leading references, see: b) F. A. Davis, K. R. Prasad, P. J. Carroll, J. Org. Chem. 2002, 67, 7802-7806; c) G. K. S. Prakash, M. Mandal, J. Am. Chem. Soc. 2002, 124, 6538-6539; d) B.-F. Li, M.-J. Zhang, X.-L. Hou, L.-X. Dai, J. Org. Chem. 2002, 67, 2902-2906; e) T. Kochi, T. P. Tang, J. A. Ellman, J. Am. Chem. Soc. 2002, 124, 6518-6519; f) V. K. Aggarwal, A. M. Martín Castro, A. Mereu, H. Adams, Tetrahedron Lett. 2002, 43, 1577-1581; g) R. Kumareswaran, A. Hassner, Tetrahedron: Asymmetry 2001, 12, 3409-3415; h) A. Asensio, P. Bravo, M. Crucianelli, A. Farina, S. Fustero, J. García Soler, S. V. Meille, W. Panzeri, F. Viani, A. Volonterio, M. Zanda, Eur. J. Org. Chem. 2001, 1449-1458; i) I. R. Cooper, R. Grigg, W. S. MacLachlan, M. Thornton-Pett, V. Sridharan, Chem. Commun. 2002, 1372-1373; j) M. J. Remuiñán, G. Pattenden, Tetrahedron Lett. 2000, 41, 7367-7371; k) D. A. DeGoey, H.-J. Chen, W. J. Flosi, D. J. Grampovnik, C. M. Yeung, L. L. Klein, D. J. Kempf, J. Org. Chem. 2002, 67, 5445-5453; l) Y. Koriyama, A. Nozawa, R. Hayakawa, M. Shimizu, Tetrahedron 2002, 58, 9621-9628; m) D. D. Staas, K. L. Savage, C. F. Homnick, N. N. Tsou, R. G. Ball, J. Org. Chem. 2002, 67, 8276-8279; n) Z. Han, D. Krishnamurthy, D. Pflum, P. Grover, S. A. Wald, C. H. Senanayake, Org. Lett. 2002, 4, 4025-4028.
    • (2002) Org. Lett. , vol.4 , pp. 4025-4028
    • Han, Z.1    Krishnamurthy, D.2    Pflum, D.3    Grover, P.4    Wald, S.A.5    Senanayake, C.H.6
  • 81
    • 0038569429 scopus 로고    scopus 로고
    • note
    • We have found that to ensure the reproducibility of this process the condition of the nBuLi used is critical with old bottles of reagents leading to inferior results, presumably due to the presence of important amounts of lithium salts. Furthermore, the use of an excess of nBuLi should be avoided, since the analog n-butyl ester 3a′ can be obtained as the major product instead of 3 a. Although at this point we do not have a clear explanation for this observation we cannot rule out adventitious air entering the reaction vessel upon long reaction times and forming lithium butoxide. However no change was observed in the yield and selectivity of the cycloaddition.
  • 82
    • 0038569428 scopus 로고    scopus 로고
    • note
    • CCDC 188 087, -188 088, REBHAH, CEZSUV contains the supplementary crystallographic data for this paper and can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: (+44) 1223-336-033; or deposit@ccdc.cam.uk).
  • 91
    • 0038569427 scopus 로고    scopus 로고
    • note
    • 2 is crucial for complete consumption of starting materials.
  • 92
    • 0038569426 scopus 로고    scopus 로고
    • note
    • 3 upon raising the temperature from -78°C to -20°C and persisted after aqueous workup.
  • 93
    • 0038569425 scopus 로고    scopus 로고
    • note
    • 4 provided a definitive structural proof for these side products along with an increase of the global yield of 7 and 8.
  • 94
    • 0037555221 scopus 로고    scopus 로고
    • note
    • Decomposition of the starting materials upon prolonged reaction times has been tentatively proposed. For cinnamaldehyde-derived sulfinimine we cannot rule out a competition between C=N and C=C bonds as electrophiles.
  • 95
    • 0037893203 scopus 로고    scopus 로고
    • note
    • To establish that 9a and 11a were facial isomers an equimolecular mixture of both was oxidized at sulfur with mCPBA to produce racemic N-sulfonylimidazolidine 12 a.
  • 99
    • 0037893201 scopus 로고    scopus 로고
    • note
    • 2.
  • 100
    • 0038569420 scopus 로고    scopus 로고
    • note
    • 3 solution.
  • 102
    • 0037893202 scopus 로고    scopus 로고
    • note
    • 4) to produce diastereomeric mixtures of 17g/17 g′, 15 c/c′, 15 d/d′ that were separated easily and this allowed partial characterization of the minor compounds. See experimental procedures for details.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.