A new cyclopentene GABA analogue was synthesized as a conformationally rigid analogue of the epilepsy drug vigabatrin. N-Sulfinyl dienophile Diels-Alder methodology, followed by alkaline hydrolysis of the corresponding dihydrothiazine oxide, oxidation and deprotection of the amino group gave cis-4-aminocyclopent-2-ene-1-sulfonic acid. The corresponding N,N-dimethylsulfinamide was also obtained. © 2006 Elsevier Ltd. All rights reserved.
Fusi, S., Papandrea, G., Ponticelli, F. (2006). Diastereoselective synthesis of beta-aminocyclopentene sulfonic acid via hetero Diels-Alder reaction. TETRAHEDRON LETTERS, 47(11), 1749-1752 [10.1016/j.tetlet.2006.01.040].
Diastereoselective synthesis of beta-aminocyclopentene sulfonic acid via hetero Diels-Alder reaction
FUSI S.;PONTICELLI F.
2006-01-01
Abstract
A new cyclopentene GABA analogue was synthesized as a conformationally rigid analogue of the epilepsy drug vigabatrin. N-Sulfinyl dienophile Diels-Alder methodology, followed by alkaline hydrolysis of the corresponding dihydrothiazine oxide, oxidation and deprotection of the amino group gave cis-4-aminocyclopent-2-ene-1-sulfonic acid. The corresponding N,N-dimethylsulfinamide was also obtained. © 2006 Elsevier Ltd. All rights reserved.
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
https://hdl.handle.net/11365/2555
Attenzione
Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo