An efficient and highly stereoselective method to synthesize 3-(1-hydroxyalkyl)pyrrolidinone

作者:Lian, Gao-Yan*; Yu, Jin-Di; Yang, Hai-Feng; Lin, Feng; Gao, Qiang; Zhang, Dan-Wei
来源:Chemistry Letters, 2007, 36(3): 408-409.
DOI:10.1246/cl.2007.408

摘要

Three contiguous stereocenters with syn-anti structure on the 3-(1-hydroxyalkyl)pyrrolidinone were constructed in one step with high yields and high diastereoselectivity by an Et2AlCl-catalyzed group transfer radical cyclization reaction from N-alkenyl-beta-hydroxyalkanamides with 125-W UV lamp irradiation. The relative stereochemistry was confirmed by X-ray analysis.