A simple and easy access to 3-N-alkyl-5-vinyloxazolidinones mediated by palladium-phosphine catalysts

Tetrahedron

Volumn 59, Issue 21, 2003, Pages 3745-3751

  Tanimori, Shinji ^a   Inaba, Ushio ^a   Kato, Yoshihiro ^a   Kirihata, Mitsunori ^a  

^a Osaka Prefecture University   (Japan)

Author keywords

Asymmetric synthesis; Oxazolidinone; Palladium catalyst; Tandem allylic substitution

Indexed keywords

3 (1 PHENYLETH 1 YL) 5 VINYL 1,3 OXAZOLIDIN 2 ONE; 3 (2 HYDROXY 1 METHYL 2 PHENYLETHYL) 5 VINYL 1,3 OXAZOLIDIN 2 ONE; 3 (2 HYDROXY 1,1 DIMETHYLETHYL) 5 VINYL 1,3 OXAZOLIDIN 2 ONE; 3 (2 HYDROXYINDANYL) 5 VINYL 1,3 OXAZOLIDIN 2 ONE; 3 (2 INDOL 3 YLETHYL) 5 VINYL 1,3 OXAZOLIDIN 2 ONE; 3 BENZYL 5 VINYL 1,3 OXAZOLIDIN 2 ONE; 3 [(4 AMINOPHENYL)METHYL] 5 VINYL 1,3 OXAZOLIDIN 2 ONE; 3 [1 BENZYL (4 PIPERIDYL)] 5 VINYL 1,3 OXAZOLIDIN 2 ONE; 5 HYDROXYMETHYL 3 (1 PHENYLETHYL)OXAZOLIDIN 2 ONE; AMINE; AMINOALCOHOL; DIAMINE; OXAZOLIDINONE DERIVATIVE; PALLADIUM; PHOSPHINE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL REACTION; PRIORITY JOURNAL; SYNTHESIS;

EID: 0038399720     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(03)00548-9     Document Type: Article

References (13)

1. Tanimori S., Kirihata M. Tetrahedron Lett. 41:2000;6785-6788.
2. (a) Mai A., Artico M., Esposito M., Sbardella G., Massa S., Befani O., Turini P., Giovannini V., Mondavì B. J. Med. Chem. 45:2002;1180-1183
3. (b) Selvakumar N., Srinivas D., Khera M.K., Kumar M.S., Mamidi R.N.V.S., Sarnaik H., Charavaryamath C., Rao B.S., Raheem M.A., Das J., Iqbal J., Rajagopalan R. J. Med. Chem. 45:2002;3953-3962. and references cited therein.
4. For recent examples, see: (a) Holden K.G., Mattson M.N., Cha K.H., Rapoport H. J. Org. Chem. 67:2002;5913-5918 (b) Shen Y., Friestad G.K. J. Org. Chem. 67:2002;6236-6239.
5. For recent examples, see: (a) Holden K.G., Mattson M.N., Cha K.H., Rapoport H. J. Org. Chem. 67:2002;5913-5918 (b) Shen Y., Friestad G.K. J. Org. Chem. 67:2002;6236-6239.
6. (a) Trost B.M., Sudhakar A.R. J. Am. Chem. Soc. 109:1987;3792-3794
7. (b) Larksarp C., Alper H. J. Am. Chem. Soc. 119:1997;3709-3715
8. (c) Larksarp C., Alper H. J. Org. Chem. 63:1998;6229-6233
9. (d) Moreno-Mañas M., Morral L., Pleixats R., Villarroya S. Eur. J. Org. Chem. 1999;181-186
10. (e) Trost B.M., Bunt R.C., Lemoine R.C., Calkins T.L. J. Am. Chem. Soc. 122:2000;5968-5976. and references cited therein.
11. Feldman K.S., Saunders J.C. J. Am. Chem. Soc. 124:2002;9060-9061.
12. All calculations were carried out using WinMOPAC V 2.0, Fujitsu Ltd.
13. Cardillo G., Orena M., Sandri S., Tomasini C. Tetrahedron. 43:1987;2505-2512.