화학공학소재연구정보센터
Journal of the American Chemical Society, Vol.135, No.1, 58-61, 2013
N-Heterocyclic Carbene-Catalyzed Ireland-Coates Claisen Rearrangement: Synthesis of Functionalized beta-Lactones
The N-heterocyclic carbene (NHC)-catalyzed Claisen rearrangement of hybrid Ireland-Coates structures has been achieved, allowing the stereoselective synthesis of highly functionalized beta-lactones. The reaction proceeds with high diastereoselectivity (>20:1) and affords a diverse range of beta-lactone fused cyclopentanes. Mechanistic studies are detailed.