Copper-Catalyzed Asymmetric Kinugasa/Michael Addition Cascade Reactions for the Synthesis of Chiral Spiro β-Lactams
Yun‐Lin Ao, Haowen Ma, Binghan Gan, Wen‐Jing Wang, Jiehao Zhang, Wei Zhou, Xiao‐Qi Zhang, Qian Cai
Abstract
A mild copper-catalyzed asymmetric Kinugasa/Michael addition cascade process is developed. The reaction of α, β-unsaturated ester-tethered propiolamides with nitrones provides an efficient protocol for the construction of functionalized chiral 2,6-diazaspiro[3.4]octane-1,5-dione products in satisfactory yields and with high enantio- and diastereoselectivities.
Topics & Concepts
ChemistryCatalysisMichael reactionCascadeCopperCombinatorial chemistryOctaneCascade reactionOrganic chemistryChromatographySynthesis of β-Lactam CompoundsClick Chemistry and ApplicationsSynthesis and Catalytic Reactions