Enantioselective synthesis of (R)- and (S)-2-methyl-3-oxo-3,4-dihydro- 2H-1,4-benzoxazine-2-carboxamides

Tetrahedron Asymmetry

Volumn 9, Issue 7, 1998, Pages 1115-1116

  Breznik, Matej ^a   Mrcina, Alenka ^a   Kikelj, Danijel ^a  

^a UNIVERSITY OF LJUBLJANA   (Slovenia)

Author keywords

[No Author keywords available]

Indexed keywords

2 METHYL 2 (2 NITROPHENOXY)MALONIC ACID METHYL ESTER; 2 METHYL 3 OXO 3,4 DIHYDRO 2H 1,4 BENZOXAZINE 2 CARBOXAMIDE; AMIDE; AROMATIC AMINE; CARBOXYL GROUP; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; CYCLIZATION; ENANTIOMER; PRECURSOR; PRIORITY JOURNAL; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032499224     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(98)00082-2     Document Type: Article

References (7)

1. Kikelj, D.; Rutar, A.; Suhadolc, E.; Pečar, S.; Urleb, U.; Leskovšek, V.; Pončuh, A.; Krbavčič, A.; Marc, G.; Sollner, M.; Serša, G.; Novakovič, S.; Povšič, L.; Štalc, A. PCT Pat. Appl. WO 94/24152.
2. Kikelj, D.; Povšič, L.; Pristovšek, P.; Štalc, A.; Kidrič, J. Med. Chem. Res. 1996, 6, 118-127.
3. Goodman, M.; Ro, S. In Burger's Medicinal Chemistry and Drug Discovery; Wolff, M. E., Ed.; John Wiley & Sons Inc.: New York, 1995, pp. 803-861.
4. Rutar, A.; Žbontar, U.; Kikelj, D.; Leban. I. Chirality, in press.
5. Breznik, M.; Kikelj, D. Tetrahedron: Asymmetry 1997, 8, 425-434.
6. 3: C 59.99, H 5.49, N 12.72. Found: C 59.72, H 5.48, N 12.59.
7. The yields of (R)-5 were 70-75% based on 2.