Diastereoselective synthesis of β-aminocyclopentene sulfonic acid via hetero Diels–Alder reaction

Autor:	Giovanni Papandrea, Fabio Ponticelli, Stefania Fusi
Rok vydání:	2006
Předmět:	chemistry.chemical_classification Performic acid Stereochemistry Organic Chemistry Oxide GABA analogue Sulfonic acid Alkaline hydrolysis (body disposal) Biochemistry chemistry.chemical_compound chemistry Drug Discovery Cyclopentene Diels–Alder reaction
Zdroj:	Tetrahedron Letters. 47:1749-1752
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2006.01.040
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3094f5f8119a105a50730f80f4eec376 https://doi.org/10.1016/j.tetlet.2006.01.040 Zobrazit plný text záznamu Full Text from ScienceDirect