文献类型：期刊文献

英文题名：Remote Construction of Chiral Vicinal Tertiary and Quaternary Centers by Catalytic Asymmetric 1,6-Conjugate Addition of Prochiral Carbon Nucleophiles to Cyclic Dienones

作者：Wei, Yuan[1];Liu, Zunwu[1];Wu, Xinxin[1];Fei, Jie[1];Gu, Xiaodong[1];Yuan, Xiaoqian[1];Ye, Jinxing[1]

机构：[1]E China Univ Sci & Technol, Sch Pharm, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R China

年份：2015

卷号：21

期号：52

起止页码：18921

外文期刊名：CHEMISTRY-A EUROPEAN JOURNAL

收录：;EI(收录号：20160401839397);WOS:【SCI-EXPANDED(收录号:WOS:000368282100006)，CCR-EXPANDED(收录号:WOS:000368282100006)】；

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

语种：英文

外文关键词：amines; asymmetric catalysis; asymmetric synthesis; 1,6-conjugate addition; cyclic dienones; nucleophilic addition

摘要：An unprecedented remote construction of chiral vicinal tertiary and quaternary centers by a catalytic asymmetric 1,6-conjugate addition of prochiral carbon nucleophiles to cyclic dienones has been developed. Both 5Hoxazol- 4-ones and 2-oxindoles were found to be very efficient carbon nucleophiles in this reaction at a remote position, giving products with excellent enantio-and diastereoselectivities (up to 99% ee and > 19: 1 d. r. for 5H-oxazol-4-ones and up to 97% ee and > 19: 1 d. r. for 2-oxindoles).