Phosphine‐Catalyzed [4+2] Cycloadditions of Allenic Ketones: Enantioselective Synthesis of Functionalized Tetrahydropyridines

作者：Xin Wang, Mengxue Lu, Qin Su, Minghui Zhou, Yesu Addepalli, Weijun Yao, Zhen Wang, Yixin Lü · 发表于：Chemistry - An Asian Journal · 年份：2019 · DOI：10.1002/asia.201901104 · 被引用次数：25 · 研究领域：Catalytic C–H Functionalization Methods、Synthesis and Catalytic Reactions、Synthetic Organic Chemistry Methods

Amino-acid-derived phosphine catalyzed [4+2] cycloaddition leading to chiral tetrahydropyridines, making use of α-substituted allenic ketones as "C4 synthons" and N-sulfonyl cyclic ketimines, has been developed. This asymmetric cycloaddition tolerates a wide range of α-substituted allenic ketones. A series of chiral sultam-fused tetrahydropyridines bearing a quaternary stereocenter were obtained in high yields with good enantioselectivities.