文献类型：期刊文献

英文题名：Highly efficient synthesis of tetrasubstituted 2,3-dihydropyrans by three-component 'one-pot' reaction

作者：Li, Chao[1];Cai, Liang-Zhen[1];Liu, Xiao-Dong[1];Zhu, Shi-Zheng[2];Xing, Chun-Hui[2];Lu, Long[2]

机构：[1]E China Univ Sci & Technol, Sch Chem & Mol Engn, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

年份：2016

卷号：57

期号：20

起止页码：2171

外文期刊名：TETRAHEDRON LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000375738200008)，CCR-EXPANDED(收录号:WOS:000375738200008)】；

基金：Support from the National Natural Science Foundation of China (21272257) is gratefully acknowledged.

语种：英文

外文关键词：Dihydropyran; Perfluoroalkanesulfone; alpha,beta-Unsaturated ketone; Hetero Diels-Alder reaction; Three-component

摘要：With ammonium acetate as catalyst, three-component 'one-pot' reaction of beta-keto perfluoroalkanesulfones, aldehydes, and vinyl ethers proceeded smoothly and afforded tetrasubstituted 2,3-dihydropyrans in moderate to excellent yields. Both aromatic and aliphatic aldehydes, as well as cyclic vinyl ether are compatible with this methodology. All dihydropyran products were obtained as cis- and trans-diastereomeric mixtures. The relative configurations were established by comparing the coupling constants of anomeric protons of both isomers and confirmed by single-crystal X-ray diffraction analysis. (C) 2016 Elsevier Ltd. All rights reserved.