文献类型：期刊文献

英文题名：Palladium-catalyzed [6 + 4] cycloaddition with π-allyl all-carbon 1,6-dipole for the synthesis of ten-membered heterocycles

作者：Chen, Jun-Tao[1,2]; Lin, Na[1]; Xu, Linli[1]; Wang, Yi[2]; Luo, Xiaoyan[2]; Liu, Yang-Zi[1]; Deng, Wei-Ping[1,2]

机构：[1] Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, Department of Chemistry, Zhejiang Normal University, 688 Yingbin Road, Jinhua, 321004, China; [2] Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism, School of Pharmacy, East China University of Science and Technology, Shanghai, 200237, China

年份：2023

卷号：11

期号：5

起止页码：1299

外文期刊名：Organic Chemistry Frontiers

收录：EI(收录号：20240215347339)

语种：英文

外文关键词：Catalysis - Cycloaddition - Palladium

摘要：This paper presents the design and synthesis of a novel α,α-diester-δ-vinylvalerolactone, utilized as a new all-carbon dipolar precursor in a palladium-catalyzed [6 + 4] cycloaddition reaction with azadienes. The reaction results in the formation of a ten-membered heterocycle with up to 95% yield and exclusive regioselectivity. The method features mild reaction conditions and excellent functional group tolerance. The practical applicability of the synthesis is demonstrated through scale-up reactions and further transformation. ? 2024 The Royal Society of Chemistry