文献类型：期刊文献

英文题名：Highly chemo- and enantioselective vinylogous aldol/cyclization cascade reaction to construct chiral 5,6-dihydropyran-2-ones

作者：Zhang, Zhen-Guo;Fu, Jun-Hao;Sha, Feng;Wu, Xin-Yan[1]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China; East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Shanghai 200237, Peoples R China

年份：2018

卷号：74

期号：27

起止页码：3557

外文期刊名：TETRAHEDRON

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000436218100011)，CCR-EXPANDED(收录号:WOS:000436218100011)】；

基金：We are grateful for the financial support from Science and Technology Commission of Shanghai Municipality (15ZR1409200).

语种：英文

外文关键词：Asymmetric catalysis; Cascade reaction; Dihydropyranone; Vinylogous reaction; Organocatalysis

摘要：An organocatalytic chemo- and enantioselective vinylogous aldol/cyclization cascade reaction between beta,gamma-unsaturated amides and beta,gamma-unsaturated alpha-keto esters was developed. With 5 mol% of chiral tertiary amine-thiourea catalyst C3, highly functionalized 5,6-dihydropyran-2-ones with a quaternary stereocenter were constructed in a straightforward manner with high yields (up to 99%) and excellent enantioselectivities (up to 98% ee). (C) 2018 Elsevier Ltd. All rights reserved.