ChemInform Abstract: Autoassembling of the Quinuclidine Nucleus: One‐Step Synthesis, Structure, and Properties of Dimethyl 4‐Hydroxy‐6,6,7,7‐tetramethyl‐. delta.2‐dehydroquinuclidine‐2,3‐dicarboxylate.

Abstract

Autoassembling of the Quinuclidine Nucleus: One-Step Synthesis, Structure, and Properties of Dimethyl 4-Hydroxy-6,6,7,7tetramethyl-. delta.2-dehydroquinuclidine-2,3-dicarboxylate.-Triacetonamine (I) reacts with the dicarboxylate (II) in aprotic solvents to give the title quinuclidine (III), while in MeOH the ordinary adduct (IV) is formed. The structure of the quinuclidine (III) is confirmed by X-ray diffraction analysis. Further reactions of (III) proceed preferentially at the less sterically hindered carboxy group. -(KOSTYANOVSKY, R. G.; EL'NATANOV, Y. I.; CHERVIN, I. I.; KONOVALIKHIN, S. V.; ZOLOTOI, A. B.; ATOVMYAN, L.