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Volumn 39, Issue 33, 1998, Pages 5951-5954

Synthesis and applications of nonracemic β-amino aldehydes to the asymmetric synthesis of piperdines: (+)-Dihydropinidine

(2) Davis, Franklin A a Szewczyk, Joanna M a

a TEMPLE UNIVERSITY (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 PHENYLPIPERDINE; ALKALOID; AMINOALDEHYDE; DIHYDROPINIDINE; IMINE; PIPERDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0032514423 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(98)01223-4 Document Type: Article

Times cited : (79)

References (47)

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- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
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- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
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- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
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- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
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- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
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22
- 33751157994
- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
- (1994) J. Org. Chem. , vol.59 , pp. 3243
- Davis, F.A.¹ Zhou, P.² Reddy, G.V.³

23
- 0030605852
- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
- (1996) Tetrahedron Lett. , vol.37 , pp. 5473
- Davis, F.A.¹ Liu, H.² Reddy, G.V.³

24
- 0030851227
- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
- (1997) J. Org. Chem. , vol.62 , pp. 3796
- Davis, F.A.¹ Liang, C.-H.² Liu, H.³

25
- 0028139165
- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
- (1994) Tetrahedron Lett. , vol.35 , pp. 7525
- Davis, F.A.¹ Zhou, P.²

26
- 0029883037
- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
- (1996) Tetrahedron Lett. , vol.37 , pp. 4349
- Davis, F.A.¹ Reddy, G.V.²

27
- 0028931480
- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 3651
- Davis, F.A.¹ Reddy, G.V.² Liu, H.³

28
- 0030694323
- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 9913
- Liu, G.¹ Cogan, D.A.² Ellman, J.A.³

29
- 0001019841
- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
- (1996) J. Chem. Soc. Perkin I , pp. 691
- Hose, D.R.J.¹ Mahon, M.F.² Molloy, F.C.³ Raynham, T.⁴ Wills, M.⁵

30
- 0030570894
- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
- (1996) Tetrahedron Lett. , vol.37 , pp. 5755
- Balasubramanian, T.¹ Hassner, A.²

31
- 0000030326
- 11. For recent applications of sulfinimines to asymmetric synthesis see: (α-Amino acids) Davis, F. A.; Portonovo, P. S.; Reddy, R. E.; Chiu, Y.-H. J. Org. Chem. 1996, 61, 440. Hua, D. H.; Lagneau, N.; Wang, H.; Chen, J. Tetrahedron: Asymmetry 1995, 6 , 349. Lefebvre I. M.; Evans, Jr., S. A. J. Org. Chem. 1997, 62, 7532. (β-Amino acids) Jiang, J.; Schumacher, K. K.; Joullie, M. M.; Davis, F. A.; Reddy, R. E. Tetrahedron Lett. 1994, 35, 2121. Davis, F. A.; Reddy, R. E.; Szewczyk, J. J. Org. Chem. 1995, 60, 7037. Fujisawa, T.; Kooriyama, Y.; Shimizu, M. Tetrahedron Lett. 1996, 37, 3881. Mikolajczyl M.; Lyzwa, P.; Drabowicz, J.; Wieczorek, M. W.; Blaszczyk, J. J. Chem. Soc. Chem. Commun. 1996, 1503. Davis, F. A.; Reddy. R. E. Tetrahedron: Asymmetry 1994, 5, 955. (Aziridine 2-carboxylate esters Davis, F. A.; Zhou, P.; Reddy, G. V. J. Org. Chem. 1994, 59, 3243. Davis, F. A.; Liu, H.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 5473. Davis, F. A.; Liang, C-H.; Liu, H. J. Org. Chem. 1997, 62, 3796. Davis, F. A.; Zhou, P. Tetrahedron Lett. 1994, 35, 7525. Davis, F. A.; Reddy, G. V. Tetrahedron Lett. 1996, 37, 4349. Davis, F. A.; Reddy, G. V.; Liu, H. J. Am. Chem. Soc. 1995, 117, 3651. (Amines) Liu, G Cogan, D. A.: Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. Hose, D. R. J.; Mahon, M. F.; Molloy, F. C.; Raynham, T.; Wills, M. J. Chem. Soc. Perkin I 1996, 691. (Heterocycles) Balasubramanian, T.; Hassner, A. Tetrahedron Lett. 1996, 37, 5755. Viso, A.; de la Pradilla, R. F.; Guerrero-Strachan, C.; Alonso, M.; Martinez-Ripoll, M.; Andre, I. J. Org. Chem. 1997, 62, 2316. Davis, F. A.; Andemichael, Y. W.; Tetrahedron Lett. 1998, 39, 3099.
- (1997) J. Org. Chem. , vol.62 , pp. 2316
- Viso, A.¹ De La Pradilla, R.F.² Guerrero-Strachan, C.³ Alonso, M.⁴ Martinez-Ripoll, M.⁵ Andre, I.⁶

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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.