Details

Autor(en) / Beteiligte

• Lerman, Lidija
• Hameršak, Zdenko

Titel

Synthesis and Alcoholysis of α-Alkylated Cyclopentane and Cyclohexane Fused Succinic Racemic Anhydrides in the Presence of Chiral Bases

Ist Teil von

• Croatica Chemica Acta, 2015-12, Vol.88 (3), p.235-240

Ort / Verlag

Croatica Chemica Acta

Erscheinungsjahr

2015

Link zum Volltext

Quelle

EZB Electronic Journals Library

Beschreibungen/Notizen

• Bicyclic succinic anhydrides alkylated at the a-position have been prepared and submitted to alcoholysis in the presence of alkaloid bases. Anhydrides with a cyclopentane fused ring, open only from the less hindered side, generating monoesters of >80 % ee, whereas cyclohexane fused anhydrides undergo parallel kinetic resolution, producing both regioisomeric monoesters. Keywords: cyclic anhydrides, stereoselective alcoholysis, quinine, kinetic resolution, parallel kinetic resolution.