Palkó, Márta and Molnar, Zs. and Kivela, H. and Sinnkonen, J. and Pihlaja, K. and Fülöp, Ferenc (2009) Ring closure reactions of bicyclic prolinol and prolin ester enantiomers. ARKIVOC, & (Part 6). pp. 221-234. ISSN 1551-7004
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Abstract
Starting from the of bicyclic proline ester, ethyl exo-2-azabicyclo[2.2.1]heptane-3-carboxylate (+)-5 several hydantoines and thiohydantoines were prepared by acidic ring closure of the corresponding urea or thiourea derivatives. Enantiomer (-)-5 was reduced to 2-azanorbornylmethanol 12, which was transformed to 5,8-methanooxazolo- and thiazolo[3,4-a] pyridine derivatives. The structures, stereochemistry and relative configurations of the synthesized compounds were proved by NMR.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | Bicyclic prolinol, enantioselective synthesis, epimerisation, ring closure, 1,3-heterocycles |
| Subjects: | Q Science / természettudomány > QD Chemistry / kémia R Medicine / orvostudomány > RM Therapeutics. Pharmacology / terápia, gyógyszertan |
| SWORD Depositor: | MTMT SWORD |
| Depositing User: | MTMT SWORD |
| Date Deposited: | 22 May 2014 20:27 |
| Last Modified: | 22 May 2014 20:27 |
| URI: | http://real.mtak.hu/id/eprint/12863 |
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