Acid-catalysed ring-opening of N-(3,4-dihydro-4-oxoquinazolin-3-yl)- substituted aziridines: Aziridine ring-opening with retention of configuration

Tetrahedron Letters

Volumn 39, Issue 24, 1998, Pages 4377-4380

  Atkinson, Robert S ^a   Ayscough, Andrew P ^b   Gattrell, William T ^a   Raynham, Tony M ^c  

^a UNIVERSITY OF LEICESTER   (United Kingdom)

^b British Biotech Pharmaceuticals Ltd   (United Kingdom)

^c ROCHE PRODUCTS LTD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AZIRIDINE DERIVATIVE; N (3,4 DIHYDRO 4 OXOQUINAZOLIN 3 YL) AZIRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CRYSTAL STRUCTURE; DRUG STRUCTURE; ENANTIOMER; STEREOISOMERISM;

EID: 0032508005     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00705-9     Document Type: Article

References (11)

1. 1. D. Tanner, Angew. Chem. Int. Ed. Engl., 1994, 33, 599.
2. 2. D. A. Evans, M. M. Faul, M. T. Bilodeau, B. A. Anderson and D. M. Barnes, J. Am. Chem. Soc., 1993, 115, 5328; Z. Li, K. R. Conser and E. N. Jacobsen, J. Am. Chem. Soc., 1993, 115, 5326.
3. 2. D. A. Evans, M. M. Faul, M. T. Bilodeau, B. A. Anderson and D. M. Barnes, J. Am. Chem. Soc., 1993, 115, 5328; Z. Li, K. R. Conser and E. N. Jacobsen, J. Am. Chem. Soc., 1993, 115, 5326.
4. 3. R. S. Atkinson, M. J. Grimshire and B. J. Kelly, Tetrahedron, 1989, 45, 2875.
5. 4. N. Church and D. W. Young, Tetrahedron Lett., 1995, 36, 151 (and references herein).
6. 5. R. S. Atkinson, A. P. Ayscough, W. T. Gattrell and T. M. Raynham, Chem. Commun., 1996, 1935.
7. 6. R. S. Atkinson, B. J. Kelly and J. Williams, Tetrahedron, 1992, 48, 7713.
8. 7. R. S. Atkinson, A. P. Ayscough, W. T. Gattrell and T. M. Raynham, Tetrahedron Lett., 1998, 39, 497.
9. 8. Satisfactory analytical and spectroscopic data have been obtained for all new compounds reported in this paper.
10. -3.
11. 10. Compare K. Hori, T. Nishiguchi and A. Nabeya, J. Org. Chem., 1997, 62, 3081.