6533b828fe1ef96bd12878f9

RESEARCH PRODUCT

ChemInform Abstract: Tandem Cross Enyne Metathesis (CEYM)-Intramolecular Diels-Alder Reaction (IMDAR). An Easy Entry to Linear Bicyclic Scaffolds.

Carlos Del PozoJavier MiróFernando RabasaAlvaro SanzMaría Sánchez-rosellóSantos Fustero

subject

Olefin fiberTandemBicyclic moleculeChemistryIntramolecular forceSalt metathesis reactionGeneral MedicineConjugated systemEnyne metathesisCombinatorial chemistryDiels–Alder reaction

description

A new tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR) has been carried out. It involves conjugated ketones, esters or amides bearing a remote olefin and aromatic alkynes as the starting materials. The overall process enables the preparation of a small family of linear bicyclic scaffolds in a very simple manner with moderate to good levels of diastereoselectivity. This methodology constitutes one of the few examples that employ olefins differently than ethylene in tandem CEYM–IMDAR protocols.

https://doi.org/10.1002/chin.201547171