Facile enolate alkylation of norbornenones

Asymmetric total synthesis of alkaloids 223A and 6-epi-223A.

Abstract: Concise and asymmetric total synthesis of the title compounds are described. The key ring system was constructed using an intramolecular Schmidt reaction on a norbornenone derivative, which was subsequently subjected to ring-opening metathesis followed by reduction. An unusual isomerization of the C-6 ethyl group afforded the desired stereochemistry of the natural product. The synthesis is readily adaptable to analogue production.

Expedient route to CDE ring system of schintrilactones through tandem ROM–RCM of a norbornene derivative

Abstract: A concise synthesis of a highly functionalized tricyclic ring system representing the CDE core of nortriterpenoid schintrilactones A and B is described using a tandem ROM–RCM of a norbornene derivative.

Facile Enolate Alkylation of Norbornenones.

Abstract: A facile direct enolate aikylation of norbornenones with various alkyl halides using HMPA as co-solvent is reported.