A Diversity-Oriented Approach to Spirocyclic and Fused Hydantoins via Olefin Metathesis...

摘要

Hydantoins (derivatives of lmidazolidine-2,4-dione) are considered critical intermediates in the synthesis of a broad array of medicinal chemicals. Although spiro-cyclopentane and cyclohexane hydantoins can readily be prepared via cycloaddition strategies, the derivatives of highest interest, spirohydantoins and fused bicyclic hydantoins, have posed significant synthetic challenges. Herein, the authors demonstrate the ability to use ring-closing metathesis (RCM) and cross-metathesis (CM) to achieve the desired products in relatively high yield by taking advantage of the four possible points of diversity present in the hydantoin ring (Figure 1).