文献类型：期刊文献

英文题名：Highly enantioselective direct allylic alkylation of butenolides with Morita-Baylis-Hillman carbonates catalyzed by chiral squaramide-phosphine

作者：Kang, Tian-Chen;Zhao, Xuan;Sha, Feng;Wu, Xin-Yan[1]

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

年份：2015

卷号：5

期号：91

起止页码：74170

外文期刊名：RSC ADVANCES

收录：;EI(收录号：20153701268184);WOS:【SCI-EXPANDED(收录号:WOS:000361116500002)】；

基金：We are grateful for the financial support from the National Natural Science Foundation of China (21242007, 21102043), Science and Technology Commission of Shanghai Municipality (15ZR1409200), and the Fundamental Research Funds for the Central Universities.

语种：英文

外文关键词：Allylation - Rate constants - Phosphorus compounds - Alkylation

摘要：An efficient asymmetric vinylogous allylic alkylation of beta, gamma-butenolides with Morita-Baylis-Hillman carbonates has been developed. With a chiral cyclohexane-based squaramide-phosphine catalyst 5e, optically active gamma, gamma-disubstituted butenolides containing adjacent quaternary and tertiary chiral centers have been constructed in good-to-excellent yields (up to 98%) and excellent stereoselectivities (87 : 13-99 : 1 dr, 96-99% ee).