文献类型：期刊文献

英文题名：Enantioselective Michael Addition of Photogenerated o-Quinodimethanes to Enones Catalyzed by Chiral Amino Acid Esters

作者：Yuan, Xiaoqian[1,2];Dong, Shupeng[1,2];Liu, Zhen[3];Wu, Guibing[1,2];Zou, Chuncheng[1,2];Ye, Jinxing[1,2]

机构：[1]East China Univ Sci & Technol, Engn Res Ctr Pharmaceut Proc Chem, Minist Educ, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Shanghai Key Lab New Drug Design, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China;[3]East China Univ Sci & Technol, State Key Lab Chem Engn, 130 Meilong Rd, Shanghai 200237, Peoples R China

年份：2017

卷号：19

期号：9

起止页码：2322

外文期刊名：ORGANIC LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000401044500032)，CCR-EXPANDED(收录号:WOS:000401044500032)】；

基金：This work was supported by the National Natural Science Foundation of China (21272068, 21572056), the Program for New Century Excellent Talents in University (NCET-13-0800), the Fundamental Research Funds for the Central Universities.

语种：英文

摘要：The first example of a photoexcitated amine-catalyzed process for asymmetric Michael addition of o-quinodimethanes to enones is described. In the presence of simple chiral amino acid esters, a variety of Michael adducts were generally obtained in good yields and excellent stereoselectivities. This strategy can be successfully applied to 3-substituted-2-cyclohexenones and provides an asymmetric access to all-carbon quaternary centers. Furthermore, the high stereocontrol was explained by means of density-functional theory (DFT) calculations.