ChemInform Abstract: Absolute Configuration of 2‐Substituted 2‐Azabicyclo(2.2.1)hept‐5‐enes.

Abstract

structure structure (organic substances) K 9000 34 -037 Absolute Configuration of 2-Substituted 2-Azabicyclo(2.2.1)hept-5enes. -A series of diastereomeric title bicycles (cf. (IV)/(V); 8 examples), potential precursors of muscarinic agonists and terpene alkaloids, is synthesized by aza-Diels-Alder reaction of cyclopentadiene with benzylamines and formaldehyde. Their absolute configurations are established by 2D-COSY/ROESY experiments in conjunction with CD spectroscopy. An X-ray analysis confirms the validity of the above method for the assignment of absolute configurations. -(POMBO-VILLAR, E.; BOELSTERLI, J.; CID, M. M.; FRANCE, J.; FUCHS, B.; WALKINSHAW, M.; WEBER, H.-P.; Helv. Chim. Acta 76 (1993) 3, 1203-1215; Preclin. Res.,