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Volumn 36, Issue 2, 2003, Pages 39-50

Aziridines and Oxazolines: Valuable Intermediates in the Synthesis of Unusual Amino Acids

Author keywords

[No Author keywords available]

Indexed keywords

AZIRIDINE DERIVATIVE; OXAZOLINE DERIVATIVE;

EID: 0345015898     PISSN: 00025100     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review
Times cited : (113)

References (149)
  • 5
    • 0000853969 scopus 로고
    • and references cited therein
    • (a) Davidson, B. S. Chem. Rev. 1993, 93, 1771 and references cited therein.
    • (1993) Chem. Rev. , vol.93 , pp. 1771
    • Davidson, B.S.1
  • 9
    • 0002054640 scopus 로고    scopus 로고
    • Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Eds.; Pergamon: Oxford, U.K.
    • (a) Pearson, W. H.; Lian, S. W.; Bergmeier, S. C. In Comprehensive Heterocyclic Chemistry II; Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Eds.; Pergamon: Oxford, U.K., 1996; Vol. 1A, pp 1-60.
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.1 A , pp. 1-60
    • Pearson, W.H.1    Lian, S.W.2    Bergmeier, S.C.3
  • 10
    • 0029094114 scopus 로고
    • For selected examples of the ring opening of aziridines, see: (b) Bucciarelli, M.; Forni, A.; Moretti, I.; Prati, F.; Torre, G. Tetrahedron: Asymmetry 1995, 6, 2073. (c) Caiazzo, A.; Dalili, S.; Yudin, A. K. Org. Lett. 2002, 4, 2597. (d) Hou, X.-L.; Fan, R.-H.; Dai, L.-X. J. Org. Chem. 2002, 67, 5295.
    • (1995) Tetrahedron: Asymmetry , vol.6 , pp. 2073
    • Bucciarelli, M.1    Forni, A.2    Moretti, I.3    Prati, F.4    Torre, G.5
  • 11
    • 0001280431 scopus 로고    scopus 로고
    • For selected examples of the ring opening of aziridines, see: (b) Bucciarelli, M.; Forni, A.; Moretti, I.; Prati, F.; Torre, G. Tetrahedron: Asymmetry 1995, 6, 2073. (c) Caiazzo, A.; Dalili, S.; Yudin, A. K. Org. Lett. 2002, 4, 2597. (d) Hou, X.-L.; Fan, R.-H.; Dai, L.-X. J. Org. Chem. 2002, 67, 5295 .
    • (2002) Org. Lett. , vol.4 , pp. 2597
    • Caiazzo, A.1    Dalili, S.2    Yudin, A.K.3
  • 12
    • 0037178536 scopus 로고    scopus 로고
    • For selected examples of the ring opening of aziridines, see: (b) Bucciarelli, M.; Forni, A.; Moretti, I.; Prati, F.; Torre, G. Tetrahedron: Asymmetry 1995, 6, 2073. (c) Caiazzo, A.; Dalili, S.; Yudin, A. K. Org. Lett. 2002, 4, 2597. (d) Hou, X.-L.; Fan, R.-H.; Dai, L.-X. J. Org. Chem. 2002, 67, 5295 .
    • (2002) J. Org. Chem. , vol.67 , pp. 5295
    • Hou, X.-L.1    Fan, R.-H.2    Dai, L.-X.3
  • 13
    • 33748605775 scopus 로고
    • For reviews on aziridine synthesis, see; (a) Tanner, D. Angew. Chem., Int. Ed. Engl. 1994, 33, 599. (b) Atkinson, R. S. Tetrahedron 1999, 55, 1519. (c) Osborn, H. M. I.; Sweeney, J. Tetrahedron: Asymmetry 1997, 8, 1693. (d) Kemp, J. E. G. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 7, Chapter 3.5, p 469. For reviews on the reactions of aziridines, see: (e) McCoull, W.; Davis, F. A. Synthesis 2000, 10, 1347. (f) Kulkarni, Y. S. Aldrichimica Acta 1999, 32, 18. (g) Padwa, A. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, Chapter 4.9, p 1069 . (h) Righi, G.; Bonini, C. Targets Heterocycl. Syst. 2000, 4, 139.
    • (1994) Angew. Chem., Int. Ed. Engl. , vol.33 , pp. 599
    • Tanner, D.1
  • 14
    • 0033524716 scopus 로고    scopus 로고
    • For reviews on aziridine synthesis, see; (a) Tanner, D. Angew. Chem., Int. Ed. Engl. 1994, 33, 599. (b) Atkinson, R. S. Tetrahedron 1999, 55, 1519. (c) Osborn, H. M. I.; Sweeney, J. Tetrahedron: Asymmetry 1997, 8, 1693. (d) Kemp, J. E. G. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 7, Chapter 3.5, p 469. For reviews on the reactions of aziridines, see: (e) McCoull, W.; Davis, F. A. Synthesis 2000, 10, 1347. (f) Kulkarni, Y. S. Aldrichimica Acta 1999, 32, 18. (g) Padwa, A. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, Chapter 4.9, p 1069 . (h) Righi, G.; Bonini, C. Targets Heterocycl. Syst. 2000, 4, 139.
    • (1999) Tetrahedron , vol.55 , pp. 1519
    • Atkinson, R.S.1
  • 15
    • 0030907093 scopus 로고    scopus 로고
    • For reviews on aziridine synthesis, see; (a) Tanner, D. Angew. Chem., Int. Ed. Engl. 1994, 33, 599. (b) Atkinson, R. S. Tetrahedron 1999, 55, 1519. (c) Osborn, H. M. I.; Sweeney, J. Tetrahedron: Asymmetry 1997, 8, 1693. (d) Kemp, J. E. G. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 7, Chapter 3.5, p 469. For reviews on the reactions of aziridines, see: (e) McCoull, W.; Davis, F. A. Synthesis 2000, 10, 1347. (f) Kulkarni, Y. S. Aldrichimica Acta 1999, 32, 18. (g) Padwa, A. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, Chapter 4.9, p 1069 . (h) Righi, G.; Bonini, C. Targets Heterocycl. Syst. 2000, 4, 139.
    • (1997) Tetrahedron: Asymmetry , vol.8 , pp. 1693
    • Osborn, H.M.I.1    Sweeney, J.2
  • 16
    • 0000567366 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., Chapter 3.5
    • For reviews on aziridine synthesis, see; (a) Tanner, D. Angew. Chem., Int. Ed. Engl. 1994, 33, 599. (b) Atkinson, R. S. Tetrahedron 1999, 55, 1519. (c) Osborn, H. M. I.; Sweeney, J. Tetrahedron: Asymmetry 1997, 8, 1693. (d) Kemp, J. E. G. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 7, Chapter 3.5, p 469. For reviews on the reactions of aziridines, see: (e) McCoull, W.; Davis, F. A. Synthesis 2000, 10, 1347. (f) Kulkarni, Y. S. Aldrichimica Acta 1999, 32, 18. (g) Padwa, A. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, Chapter 4.9, p 1069 . (h) Righi, G.; Bonini, C. Targets Heterocycl. Syst. 2000, 4, 139.
    • (1991) Comprehensive Organic Synthesis , vol.7 , pp. 469
    • Kemp, J.E.G.1
  • 17
    • 0033800394 scopus 로고    scopus 로고
    • For reviews on aziridine synthesis, see; (a) Tanner, D. Angew. Chem., Int. Ed. Engl. 1994, 33, 599. (b) Atkinson, R. S. Tetrahedron 1999, 55, 1519. (c) Osborn, H. M. I.; Sweeney, J. Tetrahedron: Asymmetry 1997, 8, 1693. (d) Kemp, J. E. G. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 7, Chapter 3.5, p 469. For reviews on the reactions of aziridines, see: (e) McCoull, W.; Davis, F. A. Synthesis 2000, 10, 1347. (f) Kulkarni, Y. S. Aldrichimica Acta 1999, 32, 18. (g) Padwa, A. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, Chapter 4.9, p 1069 . (h) Righi, G.; Bonini, C. Targets Heterocycl. Syst. 2000, 4, 139.
    • (2000) Synthesis , vol.10 , pp. 1347
    • McCoull, W.1    Davis, F.A.2
  • 18
    • 0005343703 scopus 로고    scopus 로고
    • For reviews on aziridine synthesis, see; (a) Tanner, D. Angew. Chem., Int. Ed. Engl. 1994, 33, 599. (b) Atkinson, R. S. Tetrahedron 1999, 55, 1519. (c) Osborn, H. M. I.; Sweeney, J. Tetrahedron: Asymmetry 1997, 8, 1693. (d) Kemp, J. E. G. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 7, Chapter 3.5, p 469. For reviews on the reactions of aziridines, see: (e) McCoull, W.; Davis, F. A. Synthesis 2000, 10, 1347. (f) Kulkarni, Y. S. Aldrichimica Acta 1999, 32, 18. (g) Padwa, A. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, Chapter 4.9, p 1069 . (h) Righi, G.; Bonini, C. Targets Heterocycl. Syst. 2000, 4, 139.
    • (1999) Aldrichimica Acta , vol.32 , pp. 18
    • Kulkarni, Y.S.1
  • 19
    • 0000629986 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., Chapter 4.9
    • For reviews on aziridine synthesis, see; (a) Tanner, D. Angew. Chem., Int. Ed. Engl. 1994, 33, 599. (b) Atkinson, R. S. Tetrahedron 1999, 55, 1519. (c) Osborn, H. M. I.; Sweeney, J. Tetrahedron: Asymmetry 1997, 8, 1693. (d) Kemp, J. E. G. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 7, Chapter 3.5, p 469. For reviews on the reactions of aziridines, see: (e) McCoull, W.; Davis, F. A. Synthesis 2000, 10, 1347. (f) Kulkarni, Y. S. Aldrichimica Acta 1999, 32, 18. (g) Padwa, A. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, Chapter 4.9, p 1069 . (h) Righi, G.; Bonini, C. Targets Heterocycl. Syst. 2000, 4, 139.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 1069
    • Padwa, A.1
  • 20
    • 0002426991 scopus 로고    scopus 로고
    • For reviews on aziridine synthesis, see; (a) Tanner, D. Angew. Chem., Int. Ed. Engl. 1994, 33, 599. (b) Atkinson, R. S. Tetrahedron 1999, 55, 1519. (c) Osborn, H. M. I.; Sweeney, J. Tetrahedron: Asymmetry 1997, 8, 1693. (d) Kemp, J. E. G. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 7, Chapter 3.5, p 469. For reviews on the reactions of aziridines, see: (e) McCoull, W.; Davis, F. A. Synthesis 2000, 10, 1347. (f) Kulkarni, Y. S. Aldrichimica Acta 1999, 32, 18. (g) Padwa, A. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, Chapter 4.9, p 1069 . (h) Righi, G.; Bonini, C. Targets Heterocycl. Syst. 2000, 4, 139.
    • (2000) Targets Heterocycl. Syst. , vol.4 , pp. 139
    • Righi, G.1    Bonini, C.2
  • 33
    • 85050550551 scopus 로고
    • For reviews on stereospecific conjugate additions, see: (a) Oare, D. A.; Heathcock, C. H. Top. Stereochem. 1991, 20, 87. (b) Jung, M. E. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, Chapter 1.1, pp 1-236. (c) Perlmutter, P. Conjugate Addition Reactions in Organic Synthesis; Pergamon: Oxford, U.K., 1992. (d) Perlmutter, P. In Advances in Asymmetric Synthesis; Stephenson, G. R., Ed.; Chapman & Hall: London, 1996; pp 222-230. (e) Sibi, M. P.; Manyem, S. Tetrahedron 2000, 56, 8033. (f) Kanemasa, S. In Proceedings of the Fourth Electronic Conference on Synthetic Organic Chemistry; Molecular Diversity Preservation International: Basel, Switzerland, 2000, pp 1146-1166; http://www.reprints.net/ecsoc-4/a0093/index.html (accessed June 2003).
    • (1991) Top. Stereochem. , vol.20 , pp. 87
    • Oare, D.A.1    Heathcock, C.H.2
  • 34
    • 0003148146 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., Chapter 1.1
    • For reviews on stereospecific conjugate additions, see: (a) Oare, D. A.; Heathcock, C. H. Top. Stereochem. 1991, 20, 87. (b) Jung, M. E. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, Chapter 1.1, pp 1-236. (c) Perlmutter, P. Conjugate Addition Reactions in Organic Synthesis; Pergamon: Oxford, U.K., 1992. (d) Perlmutter, P. In Advances in Asymmetric Synthesis; Stephenson, G. R., Ed.; Chapman & Hall: London, 1996; pp 222-230. (e) Sibi, M. P.; Manyem, S. Tetrahedron 2000, 56, 8033. (f) Kanemasa, S. In Proceedings of the Fourth Electronic Conference on Synthetic Organic Chemistry; Molecular Diversity Preservation International: Basel, Switzerland, 2000, pp 1146-1166; http://www.reprints.net/ecsoc-4/a0093/index.html (accessed June 2003).
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 1-236
    • Jung, M.E.1
  • 35
    • 0003573894 scopus 로고
    • Pergamon: Oxford, U.K.
    • For reviews on stereospecific conjugate additions, see: (a) Oare, D. A.; Heathcock, C. H. Top. Stereochem. 1991, 20, 87. (b) Jung, M. E. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, Chapter 1.1, pp 1-236. (c) Perlmutter, P. Conjugate Addition Reactions in Organic Synthesis; Pergamon: Oxford, U.K., 1992. (d) Perlmutter, P. In Advances in Asymmetric Synthesis; Stephenson, G. R., Ed.; Chapman & Hall: London, 1996; pp 222-230. (e) Sibi, M. P.; Manyem, S. Tetrahedron 2000, 56, 8033. (f) Kanemasa, S. In Proceedings of the Fourth Electronic Conference on Synthetic Organic Chemistry; Molecular Diversity Preservation International: Basel, Switzerland, 2000, pp 1146-1166; http://www.reprints.net/ecsoc-4/a0093/index.html (accessed June 2003).
    • (1992) Conjugate Addition Reactions in Organic Synthesis
    • Perlmutter, P.1
  • 36
    • 0042288850 scopus 로고    scopus 로고
    • Stephenson, G. R., Ed.; Chapman & Hall: London
    • For reviews on stereospecific conjugate additions, see: (a) Oare, D. A.; Heathcock, C. H. Top. Stereochem. 1991, 20, 87. (b) Jung, M. E. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, Chapter 1.1, pp 1-236. (c) Perlmutter, P. Conjugate Addition Reactions in Organic Synthesis; Pergamon: Oxford, U.K., 1992. (d) Perlmutter, P. In Advances in Asymmetric Synthesis; Stephenson, G. R., Ed.; Chapman & Hall: London, 1996; pp 222-230. (e) Sibi, M. P.; Manyem, S. Tetrahedron 2000, 56, 8033. (f) Kanemasa, S. In Proceedings of the Fourth Electronic Conference on Synthetic Organic Chemistry; Molecular Diversity Preservation International: Basel, Switzerland, 2000, pp 1146-1166; http://www.reprints.net/ecsoc-4/a0093/index.html (accessed June 2003).
    • (1996) Advances in Asymmetric Synthesis , pp. 222-230
    • Perlmutter, P.1
  • 37
    • 0034612973 scopus 로고    scopus 로고
    • For reviews on stereospecific conjugate additions, see: (a) Oare, D. A.; Heathcock, C. H. Top. Stereochem. 1991, 20, 87. (b) Jung, M. E. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, Chapter 1.1, pp 1-236. (c) Perlmutter, P. Conjugate Addition Reactions in Organic Synthesis; Pergamon: Oxford, U.K., 1992. (d) Perlmutter, P. In Advances in Asymmetric Synthesis; Stephenson, G. R., Ed.; Chapman & Hall: London, 1996; pp 222-230. (e) Sibi, M. P.; Manyem, S. Tetrahedron 2000, 56, 8033. (f) Kanemasa, S. In Proceedings of the Fourth Electronic Conference on Synthetic Organic Chemistry; Molecular Diversity Preservation International: Basel, Switzerland, 2000, pp 1146-1166; http://www.reprints.net/ecsoc-4/a0093/index.html (accessed June 2003).
    • (2000) Tetrahedron , vol.56 , pp. 8033
    • Sibi, M.P.1    Manyem, S.2
  • 38
    • 0344244651 scopus 로고    scopus 로고
    • Molecular Diversity Preservation International: Basel, Switzerland
    • For reviews on stereospecific conjugate additions, see: (a) Oare, D. A.; Heathcock, C. H. Top. Stereochem. 1991, 20, 87. (b) Jung, M. E. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, Chapter 1.1, pp 1-236. (c) Perlmutter, P. Conjugate Addition Reactions in Organic Synthesis; Pergamon: Oxford, U.K., 1992. (d) Perlmutter, P. In Advances in Asymmetric Synthesis; Stephenson, G. R., Ed.; Chapman & Hall: London, 1996; pp 222-230. (e) Sibi, M. P.; Manyem, S. Tetrahedron 2000, 56, 8033. (f) Kanemasa, S. In Proceedings of the Fourth Electronic Conference on Synthetic Organic Chemistry; Molecular Diversity Preservation International: Basel, Switzerland, 2000, pp 1146-1166; http://www.reprints.net/ecsoc-4/a0093/index.html (accessed June 2003).
    • (2000) Proceedings of the Fourth Electronic Conference on Synthetic Organic Chemistry , pp. 1146-1166
    • Kanemasa, S.1
  • 63
    • 0032527724 scopus 로고    scopus 로고
    • The disadvantage of this procedure is the use of the expensive and inconvenient iodinane. Readily available and inexpensive chloramine-T and analogues have been used as practical nitrogen sources in the catalytic aziridination of alkenes. For some references, see: (a) Jeong, J. U.; Tao, B.; Sagasser, I.; Henniges, H.; Sharpless, K. B. J. Am. Chem. Soc. 1998, 120, 6844. (b) Gontcharov, A. V.; Liu, H.; Sharpless, K. B. Org. Lett. 1999, 1, 783. (c) Ando, T.; Kano, D.; Minakata, S.; Ryu, I.; Komatsu, M. Tetrahedron 1998, 54, 13485. (d) Simkhovich, L.; Gross, Z. Tetrahedron Lett. 2001, 42, 8089.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 6844
    • Jeong, J.U.1    Tao, B.2    Sagasser, I.3    Henniges, H.4    Sharpless, K.B.5
  • 64
    • 0005498666 scopus 로고    scopus 로고
    • The disadvantage of this procedure is the use of the expensive and inconvenient iodinane. Readily available and inexpensive chloramine-T and analogues have been used as practical nitrogen sources in the catalytic aziridination of alkenes. For some references, see: (a) Jeong, J. U.; Tao, B.; Sagasser, I.; Henniges, H.; Sharpless, K. B. J. Am. Chem. Soc. 1998, 120, 6844. (b) Gontcharov, A. V.; Liu, H.; Sharpless, K. B. Org. Lett. 1999, 1, 783. (c) Ando, T.; Kano, D.; Minakata, S.; Ryu, I.; Komatsu, M. Tetrahedron 1998, 54, 13485. (d) Simkhovich, L.; Gross, Z. Tetrahedron Lett. 2001, 42, 8089.
    • (1999) Org. Lett. , vol.1 , pp. 783
    • Gontcharov, A.V.1    Liu, H.2    Sharpless, K.B.3
  • 65
    • 0032578675 scopus 로고    scopus 로고
    • The disadvantage of this procedure is the use of the expensive and inconvenient iodinane. Readily available and inexpensive chloramine-T and analogues have been used as practical nitrogen sources in the catalytic aziridination of alkenes. For some references, see: (a) Jeong, J. U.; Tao, B.; Sagasser, I.; Henniges, H.; Sharpless, K. B. J. Am. Chem. Soc. 1998, 120, 6844. (b) Gontcharov, A. V.; Liu, H.; Sharpless, K. B. Org. Lett. 1999, 1, 783. (c) Ando, T.; Kano, D.; Minakata, S.; Ryu, I.; Komatsu, M. Tetrahedron 1998, 54, 13485. (d) Simkhovich, L.; Gross, Z. Tetrahedron Lett. 2001, 42, 8089.
    • (1998) Tetrahedron , vol.54 , pp. 13485
    • Ando, T.1    Kano, D.2    Minakata, S.3    Ryu, I.4    Komatsu, M.5
  • 66
    • 0035813420 scopus 로고    scopus 로고
    • The disadvantage of this procedure is the use of the expensive and inconvenient iodinane. Readily available and inexpensive chloramine-T and analogues have been used as practical nitrogen sources in the catalytic aziridination of alkenes. For some references, see: (a) Jeong, J. U.; Tao, B.; Sagasser, I.; Henniges, H.; Sharpless, K. B. J. Am. Chem. Soc. 1998, 120, 6844. (b) Gontcharov, A. V.; Liu, H.; Sharpless, K. B. Org. Lett. 1999, 1, 783. (c) Ando, T.; Kano, D.; Minakata, S.; Ryu, I.; Komatsu, M. Tetrahedron 1998, 54, 13485. (d) Simkhovich, L.; Gross, Z. Tetrahedron Lett. 2001, 42, 8089.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 8089
    • Simkhovich, L.1    Gross, Z.2
  • 82
    • 0000126466 scopus 로고
    • For references about 4-isoxazoline rearrangements, see: (b) Baldwin, J. E.; Pudussery, R. G.; Qureshi, A. K.; Sklarz, B. J. Am. Chem. Soc. 1968, 90, 5325. (c) Freeman, J. P. Chem. Rev. 1983, 83, 241. (d) Grée, R.; Carrié, R. J. Am. Chem. Soc. 1977, 99, 6667. (e) Chidichimo, G.; Gum, G. ; Lelj, F.; Sindona, G.; Uccella, N. J. Am. Chem. Soc. 1980, 102, 1372.
    • (1968) J. Am. Chem. Soc. , vol.90 , pp. 5325
    • Baldwin, J.E.1    Pudussery, R.G.2    Qureshi, A.K.3    Sklarz, B.4
  • 83
    • 33845552306 scopus 로고
    • For references about 4-isoxazoline rearrangements, see: (b) Baldwin, J. E.; Pudussery, R. G.; Qureshi, A. K.; Sklarz, B. J. Am. Chem. Soc. 1968, 90, 5325. (c) Freeman, J. P. Chem. Rev. 1983, 83, 241. (d) Grée, R.; Carrié, R. J. Am. Chem. Soc. 1977, 99, 6667. (e) Chidichimo, G.; Gum, G. ; Lelj, F.; Sindona, G.; Uccella, N. J. Am. Chem. Soc. 1980, 102, 1372.
    • (1983) Chem. Rev. , vol.83 , pp. 241
    • Freeman, J.P.1
  • 84
    • 0000744208 scopus 로고
    • For references about 4-isoxazoline rearrangements, see: (b) Baldwin, J. E.; Pudussery, R. G.; Qureshi, A. K.; Sklarz, B. J. Am. Chem. Soc. 1968, 90, 5325. (c) Freeman, J. P. Chem. Rev. 1983, 83, 241. (d) Grée, R.; Carrié, R. J. Am. Chem. Soc. 1977, 99, 6667. (e) Chidichimo, G.; Gum, G. ; Lelj, F.; Sindona, G.; Uccella, N. J. Am. Chem. Soc. 1980, 102, 1372.
    • (1977) J. Am. Chem. Soc. , vol.99 , pp. 6667
    • Grée, R.1    Carrié, R.2
  • 85
    • 0344244649 scopus 로고
    • For references about 4-isoxazoline rearrangements, see: (b) Baldwin, J. E.; Pudussery, R. G.; Qureshi, A. K.; Sklarz, B. J. Am. Chem. Soc. 1968, 90, 5325. (c) Freeman, J. P. Chem. Rev. 1983, 83, 241. (d) Grée, R.; Carrié, R. J. Am. Chem. Soc. 1977, 99, 6667. (e) Chidichimo, G.; Gum, G. ; Lelj, F.; Sindona, G.; Uccella, N. J. Am. Chem. Soc. 1980, 102, 1372.
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 1372
    • Chidichimo, G.1    Gum, G.2    Lelj, F.3    Sindona, G.4    Uccella, N.5
  • 96
    • 0009933782 scopus 로고
    • For general reviews on the synthesis of oxazolines, see: (a) Frump, J. A. Chem. Rev. 1971, 71, 483. (b) Matsumoto, K.; Moriya, T.; Suzuki, M. J. Synth. Org. Chem. Jpn. 1985, 43, 764. (c) Cardillo, G.; Orena, M. Tetrahedron 1990, 46, 3321. (d) Robin, S.; Rousseau, G. Tetrahedron 1998, 54, 13681. (e) Glos, M.; Reiser, O. In Organic Synthesis Highlight IV; Schmalz, H. G., Ed.; Wiley-VCH: Weinheim, Germany, 2000; pp 17-25.
    • (1971) Chem. Rev. , vol.71 , pp. 483
    • Frump, J.A.1
  • 97
    • 85004464003 scopus 로고
    • For general reviews on the synthesis of oxazolines, see: (a) Frump, J. A. Chem. Rev. 1971, 71, 483. (b) Matsumoto, K.; Moriya, T.; Suzuki, M. J. Synth. Org. Chem. Jpn. 1985, 43, 764. (c) Cardillo, G.; Orena, M. Tetrahedron 1990, 46, 3321. (d) Robin, S.; Rousseau, G. Tetrahedron 1998, 54, 13681. (e) Glos, M.; Reiser, O. In Organic Synthesis Highlight IV; Schmalz, H. G., Ed.; Wiley-VCH: Weinheim, Germany, 2000; pp 17-25.
    • (1985) J. Synth. Org. Chem. Jpn. , vol.43 , pp. 764
    • Matsumoto, K.1    Moriya, T.2    Suzuki, M.3
  • 98
    • 0001657273 scopus 로고
    • For general reviews on the synthesis of oxazolines, see: (a) Frump, J. A. Chem. Rev. 1971, 71, 483. (b) Matsumoto, K.; Moriya, T.; Suzuki, M. J. Synth. Org. Chem. Jpn. 1985, 43, 764. (c) Cardillo, G.; Orena, M. Tetrahedron 1990, 46, 3321. (d) Robin, S.; Rousseau, G. Tetrahedron 1998, 54, 13681. (e) Glos, M.; Reiser, O. In Organic Synthesis Highlight IV; Schmalz, H. G., Ed.; Wiley-VCH: Weinheim, Germany, 2000; pp 17-25.
    • (1990) Tetrahedron , vol.46 , pp. 3321
    • Cardillo, G.1    Orena, M.2
  • 99
    • 0032487948 scopus 로고    scopus 로고
    • For general reviews on the synthesis of oxazolines, see: (a) Frump, J. A. Chem. Rev. 1971, 71, 483. (b) Matsumoto, K.; Moriya, T.; Suzuki, M. J. Synth. Org. Chem. Jpn. 1985, 43, 764. (c) Cardillo, G.; Orena, M. Tetrahedron 1990, 46, 3321. (d) Robin, S.; Rousseau, G. Tetrahedron 1998, 54, 13681. (e) Glos, M.; Reiser, O. In Organic Synthesis Highlight IV; Schmalz, H. G., Ed.; Wiley-VCH: Weinheim, Germany, 2000; pp 17-25.
    • (1998) Tetrahedron , vol.54 , pp. 13681
    • Robin, S.1    Rousseau, G.2
  • 100
    • 0344244648 scopus 로고    scopus 로고
    • Schmalz, H. G., Ed.; Wiley-VCH: Weinheim, Germany
    • For general reviews on the synthesis of oxazolines, see: (a) Frump, J. A. Chem. Rev. 1971, 71, 483. (b) Matsumoto, K.; Moriya, T.; Suzuki, M. J. Synth. Org. Chem. Jpn. 1985, 43, 764. (c) Cardillo, G.; Orena, M. Tetrahedron 1990, 46, 3321. (d) Robin, S.; Rousseau, G. Tetrahedron 1998, 54, 13681. (e) Glos, M.; Reiser, O. In Organic Synthesis Highlight IV; Schmalz, H. G., Ed.; Wiley-VCH: Weinheim, Germany, 2000; pp 17-25.
    • (2000) Organic Synthesis Highlight IV , pp. 17-25
    • Glos, M.1    Reiser, O.2
  • 111
    • 0035944161 scopus 로고    scopus 로고
    • For other asymmetric syntheses of α-hydroxy-β-amino acid derivatives, see: (a) Lee, K.-D.; Suh, J.-M.; Park, J.-H.; Ha, H,-J.; Choi, H. G.; Park, C. S.; Chang, J. W.; Lee, W. K.; Dong, Y.; Yun, H. Tetrahedron 2001, 57, 8267. (b) Kearns, J.; Kayser, M. M. Tetrahedron Lett. 1994, 35, 2845. (c) Bunnage, M. E.; Davies, S. G.; Goodwin, C. J. J. Chem. Soc., Perkin Trans. 1 1994, 2385. (d) Bonini, C.; Righi, G. J. Chem. Soc., Chem. Commun. 1994, 2767. (e) Wang, Z.-M.; Kolb, H. C.; Sharpless, K. B. J. Org. Chem. 1994, 59, 5104. (f) Guigen, L.; Chang, H. T.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1996, 35, 451. (g) Dondoni, A.; Perrone, D.; Semola, T. Synthesis 1995, 181. (h) Dondoni, A.; Perrone, D. Aldrichimica Acta 1997, 30, 35.
    • (2001) Tetrahedron , vol.57 , pp. 8267
    • Lee, K.-D.1    Suh, J.-M.2    Park, J.-H.3    Ha, H.-J.4    Choi, H.G.5    Park, C.S.6    Chang, J.W.7    Lee, W.K.8    Dong, Y.9    Yun, H.10
  • 112
    • 0028290867 scopus 로고
    • For other asymmetric syntheses of α-hydroxy-β-amino acid derivatives, see: (a) Lee, K.-D.; Suh, J.-M.; Park, J.-H.; Ha, H,-J.; Choi, H. G.; Park, C. S.; Chang, J. W.; Lee, W. K.; Dong, Y.; Yun, H. Tetrahedron 2001, 57, 8267. (b) Kearns, J.; Kayser, M. M. Tetrahedron Lett. 1994, 35, 2845. (c) Bunnage, M. E.; Davies, S. G.; Goodwin, C. J. J. Chem. Soc., Perkin Trans. 1 1994, 2385. (d) Bonini, C.; Righi, G. J. Chem. Soc., Chem. Commun. 1994, 2767. (e) Wang, Z.-M.; Kolb, H. C.; Sharpless, K. B. J. Org. Chem. 1994, 59, 5104. (f) Guigen, L.; Chang, H. T.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1996, 35, 451. (g) Dondoni, A.; Perrone, D.; Semola, T. Synthesis 1995, 181. (h) Dondoni, A.; Perrone, D. Aldrichimica Acta 1997, 30, 35.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 2845
    • Kearns, J.1    Kayser, M.M.2
  • 113
    • 37049087129 scopus 로고
    • For other asymmetric syntheses of α-hydroxy-β-amino acid derivatives, see: (a) Lee, K.-D.; Suh, J.-M.; Park, J.-H.; Ha, H,-J.; Choi, H. G.; Park, C. S.; Chang, J. W.; Lee, W. K.; Dong, Y.; Yun, H. Tetrahedron 2001, 57, 8267. (b) Kearns, J.; Kayser, M. M. Tetrahedron Lett. 1994, 35, 2845. (c) Bunnage, M. E.; Davies, S. G.; Goodwin, C. J. J. Chem. Soc., Perkin Trans. 1 1994, 2385. (d) Bonini, C.; Righi, G. J. Chem. Soc., Chem. Commun. 1994, 2767. (e) Wang, Z.-M.; Kolb, H. C.; Sharpless, K. B. J. Org. Chem. 1994, 59, 5104. (f) Guigen, L.; Chang, H. T.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1996, 35, 451. (g) Dondoni, A.; Perrone, D.; Semola, T. Synthesis 1995, 181. (h) Dondoni, A.; Perrone, D. Aldrichimica Acta 1997, 30, 35.
    • (1994) J. Chem. Soc., Perkin Trans. 1 , pp. 2385
    • Bunnage, M.E.1    Davies, S.G.2    Goodwin, C.J.3
  • 114
    • 0028609116 scopus 로고
    • For other asymmetric syntheses of α-hydroxy-β-amino acid derivatives, see: (a) Lee, K.-D.; Suh, J.-M.; Park, J.-H.; Ha, H,-J.; Choi, H. G.; Park, C. S.; Chang, J. W.; Lee, W. K.; Dong, Y.; Yun, H. Tetrahedron 2001, 57, 8267. (b) Kearns, J.; Kayser, M. M. Tetrahedron Lett. 1994, 35, 2845. (c) Bunnage, M. E.; Davies, S. G.; Goodwin, C. J. J. Chem. Soc., Perkin Trans. 1 1994, 2385. (d) Bonini, C.; Righi, G. J. Chem. Soc., Chem. Commun. 1994, 2767. (e) Wang, Z.-M.; Kolb, H. C.; Sharpless, K. B. J. Org. Chem. 1994, 59, 5104. (f) Guigen, L.; Chang, H. T.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1996, 35, 451. (g) Dondoni, A.; Perrone, D.; Semola, T. Synthesis 1995, 181. (h) Dondoni, A.; Perrone, D. Aldrichimica Acta 1997, 30, 35.
    • (1994) J. Chem. Soc., Chem. Commun. , pp. 2767
    • Bonini, C.1    Righi, G.2
  • 115
    • 0028058771 scopus 로고
    • For other asymmetric syntheses of α-hydroxy-β-amino acid derivatives, see: (a) Lee, K.-D.; Suh, J.-M.; Park, J.-H.; Ha, H,-J.; Choi, H. G.; Park, C. S.; Chang, J. W.; Lee, W. K.; Dong, Y.; Yun, H. Tetrahedron 2001, 57, 8267. (b) Kearns, J.; Kayser, M. M. Tetrahedron Lett. 1994, 35, 2845. (c) Bunnage, M. E.; Davies, S. G.; Goodwin, C. J. J. Chem. Soc., Perkin Trans. 1 1994, 2385. (d) Bonini, C.; Righi, G. J. Chem. Soc., Chem. Commun. 1994, 2767. (e) Wang, Z.-M.; Kolb, H. C.; Sharpless, K. B. J. Org. Chem. 1994, 59, 5104. (f) Guigen, L.; Chang, H. T.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1996, 35, 451. (g) Dondoni, A.; Perrone, D.; Semola, T. Synthesis 1995, 181. (h) Dondoni, A.; Perrone, D. Aldrichimica Acta 1997, 30, 35.
    • (1994) J. Org. Chem. , vol.59 , pp. 5104
    • Wang, Z.-M.1    Kolb, H.C.2    Sharpless, K.B.3
  • 116
    • 33748233248 scopus 로고    scopus 로고
    • For other asymmetric syntheses of α-hydroxy-β-amino acid derivatives, see: (a) Lee, K.-D.; Suh, J.-M.; Park, J.-H.; Ha, H,-J.; Choi, H. G.; Park, C. S.; Chang, J. W.; Lee, W. K.; Dong, Y.; Yun, H. Tetrahedron 2001, 57, 8267. (b) Kearns, J.; Kayser, M. M. Tetrahedron Lett. 1994, 35, 2845. (c) Bunnage, M. E.; Davies, S. G.; Goodwin, C. J. J. Chem. Soc., Perkin Trans. 1 1994, 2385. (d) Bonini, C.; Righi, G. J. Chem. Soc., Chem. Commun. 1994, 2767. (e) Wang, Z.-M.; Kolb, H. C.; Sharpless, K. B. J. Org. Chem. 1994, 59, 5104. (f) Guigen, L.; Chang, H. T.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1996, 35, 451. (g) Dondoni, A.; Perrone, D.; Semola, T. Synthesis 1995, 181. (h) Dondoni, A.; Perrone, D. Aldrichimica Acta 1997, 30, 35.
    • (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 451
    • Guigen, L.1    Chang, H.T.2    Sharpless, K.B.3
  • 117
    • 0028814351 scopus 로고
    • For other asymmetric syntheses of α-hydroxy-β-amino acid derivatives, see: (a) Lee, K.-D.; Suh, J.-M.; Park, J.-H.; Ha, H,-J.; Choi, H. G.; Park, C. S.; Chang, J. W.; Lee, W. K.; Dong, Y.; Yun, H. Tetrahedron 2001, 57, 8267. (b) Kearns, J.; Kayser, M. M. Tetrahedron Lett. 1994, 35, 2845. (c) Bunnage, M. E.; Davies, S. G.; Goodwin, C. J. J. Chem. Soc., Perkin Trans. 1 1994, 2385. (d) Bonini, C.; Righi, G. J. Chem. Soc., Chem. Commun. 1994, 2767. (e) Wang, Z.-M.; Kolb, H. C.; Sharpless, K. B. J. Org. Chem. 1994, 59, 5104. (f) Guigen, L.; Chang, H. T.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1996, 35, 451. (g) Dondoni, A.; Perrone, D.; Semola, T. Synthesis 1995, 181. (h) Dondoni, A.; Perrone, D. Aldrichimica Acta 1997, 30, 35.
    • (1995) Synthesis , pp. 181
    • Dondoni, A.1    Perrone, D.2    Semola, T.3
  • 118
    • 0002087748 scopus 로고    scopus 로고
    • For other asymmetric syntheses of α-hydroxy-β-amino acid derivatives, see: (a) Lee, K.-D.; Suh, J.-M.; Park, J.-H.; Ha, H,-J.; Choi, H. G.; Park, C. S.; Chang, J. W.; Lee, W. K.; Dong, Y.; Yun, H. Tetrahedron 2001, 57, 8267. (b) Kearns, J.; Kayser, M. M. Tetrahedron Lett. 1994, 35, 2845. (c) Bunnage, M. E.; Davies, S. G.; Goodwin, C. J. J. Chem. Soc., Perkin Trans. 1 1994, 2385. (d) Bonini, C.; Righi, G. J. Chem. Soc., Chem. Commun. 1994, 2767. (e) Wang, Z.-M.; Kolb, H. C.; Sharpless, K. B. J. Org. Chem. 1994, 59, 5104. (f) Guigen, L.; Chang, H. T.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1996, 35, 451. (g) Dondoni, A.; Perrone, D.; Semola, T. Synthesis 1995, 181. (h) Dondoni, A.; Perrone, D. Aldrichimica Acta 1997, 30, 35.
    • (1997) Aldrichimica Acta , vol.30 , pp. 35
    • Dondoni, A.1    Perrone, D.2
  • 123
    • 0000052734 scopus 로고
    • For selected references, see: (a) Guénard, D.; Guéritte-Voegelein, F.; Potier, P. Acc. Chem. Res. 1993, 26, 160. (b) Nicolaou, K. C.; Dai, W.-M.; Guy, R. K. Angew. Chem., Int. Ed. Engl. 1994, 33, 15. (c) Nicolaou, K. C.; Guy, R. K. Angew. Chem., Int. Ed. Engl. 1995, 34, 2079.
    • (1993) Acc. Chem. Res. , vol.26 , pp. 160
    • Guénard, D.1    Guéritte-Voegelein, F.2    Potier, P.3
  • 124
    • 33748226949 scopus 로고
    • For selected references, see: (a) Guénard, D.; Guéritte-Voegelein, F.; Potier, P. Acc. Chem. Res. 1993, 26, 160. (b) Nicolaou, K. C.; Dai, W.-M.; Guy, R. K. Angew. Chem., Int. Ed. Engl. 1994, 33, 15. (c) Nicolaou, K. C.; Guy, R. K. Angew. Chem., Int. Ed. Engl. 1995, 34, 2079.
    • (1994) Angew. Chem., Int. Ed. Engl. , vol.33 , pp. 15
    • Nicolaou, K.C.1    Dai, W.-M.2    Guy, R.K.3
  • 125
    • 3242870662 scopus 로고
    • For selected references, see: (a) Guénard, D.; Guéritte-Voegelein, F.; Potier, P. Acc. Chem. Res. 1993, 26, 160. (b) Nicolaou, K. C.; Dai, W.-M.; Guy, R. K. Angew. Chem., Int. Ed. Engl. 1994, 33, 15. (c) Nicolaou, K. C.; Guy, R. K. Angew. Chem., Int. Ed. Engl. 1995, 34, 2079.
    • (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 2079
    • Nicolaou, K.C.1    Guy, R.K.2
  • 127
    • 0344676146 scopus 로고    scopus 로고
    • Università di Bologna, Bologna, Italy. Unpublished results
    • (b) Cardillo, G.; Gentilucci, L.; Tolomelli, A. Università di Bologna, Bologna, Italy. Unpublished results, 2002.
    • (2002)
    • Cardillo, G.1    Gentilucci, L.2    Tolomelli, A.3


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