One-pot synthesis of chiral N-protected-4-amino functionalized but-2-enoates from α-amino acids mediated by 1-hydroxybenzotriazole

Bulletin of the Chemical Society of Japan

Volumn 75, Issue 12, 2002, Pages 2691-2692

  Athanasellis, Giorgos ^a   Gavrielatos, Efstathios ^a   Igglessi Markopoulou, Olga ^a  

^a NATIONAL TECHNICAL UNIVERSITY OF ATHENS   (Greece)

Author keywords

[No Author keywords available]

Indexed keywords

LIQUID CHROMATOGRAPHY; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

ONE-POT SYNTHESIS;

AMINO ACIDS;

1 HYDROXYBENZOTRIAZOLE; 4 ACETYLAMINO 2 CYANO 3 HYDROXYBUT 2 ENOATE DERIVATIVE; ALPHA AMINO ACID; BENZOTRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; ENANTIOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0036970737     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.75.2691     Document Type: Article

References (14)

1. P.Q. Huang, J. L. Ye, Z. Chen, Y. P. Ruan, and J. X. Gao, Synth. Commun., 28, 417 (1998).
2. D. Enders, R. Grobner, G. Raabe, and J. Runsink, Synthesis, 1996, 941.
3. D. Ma, J. Ma, W. Ding, and L. Dai, Tetrahedron: Asymmetry, 7, 2365 (1996).
4. G. Sauve, N. Le Berre, and B. Zacharie, J. Org. Chem., 55, 3002 (1990).
5. M. Vaillancourt, B. Vanasse, E. Cohen, and G. Sauve, Bioorg. Med. Chem. Lett., 3, 1169 (1993).
6. A. Detsi, J. Markopoulos, and O. Igglessi-Markopoulou, Chem. Commun., 1996, 1323.
7. M. Petroliagi and O. Igglessi-Markopoulou, J. Chem. Soc., Perkin Trans. 1, 23, 3543 (1997).
8. G. Athanasellis, E. Gavrielatos, and O. Igglessi-Markopoulou, J. Heterocycl. Chem., 38, 1203 (2001).
9. a) G. Athanasellis, E. Gavrielatos, and O. Igglessi-Markopoulou, Synlett., 2001, 1653.
10. b) G. Athanasellis, E. Gavrielatos, and O. Igglessi-Markopoulou, "A novel method for the enantioselective synthesis of tetramic acids," 17th International Symposium "Synthesis in Organic Chemistry", Oxford, UK, July 2001, Abstr, No. P20.
11. M. Petroliagi and O. Igglessi-Markopoulou, J. Heterocycl. Chem., 38,917 (2001).
12. R. Noyori, in "Asymmetric Catalysis in Organic Synthesis," ed by John Wiley and Sons, United States of America (1994).
13. 4: C, 58.21, H, 7.46; N, 10.45%; Found: C, 57.99; H, 7.47; N, 10.37%.
14. G. Athanasellis, E. Gavrielatos, and O. Igglessi-Markopoulou, Anticancer Res., 21, 1579 (2001)