文献类型：期刊文献

英文题名：Highly Enantioselective Michael Addition of Nitroalkanes to Enones and Its Application in Syntheses of (R)-Baclofen and (R)-Phenibut

作者：Guo, Xing-Tao[1];Shen, Jie;Sha, Feng;Wu, Xin-Yan

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：47

期号：14

起止页码：2063

外文期刊名：SYNTHESIS-STUTTGART

收录：;EI(收录号：20152200895629);WOS:【SCI-EXPANDED(收录号:WOS:000357610400007)，CCR-EXPANDED(收录号:WOS:000357610400007)】；

基金：We are grateful for financial support from the National Natural Science Foundation of China (Nos. 21242007 and 21102043) and the Fundamental Research Funds for the Central Universities.

语种：英文

外文关键词：chiral primary amine-thiourea; dehydroabietic amine; enantioselective Michael addition; nitroalkanes; -unsaturated ketones

摘要：A highly enantioselective Michael addition of nitroalkanes to ,-unsaturated ketones was developed. In the presence of a chiral primary amine-thiourea catalyst based on dehydroabietic amine, -nitro ketones were obtained with excellent enantioselectivities (up to 99% ee) and in up to 96% yield. This protocol was successfully applied in asymmetric syntheses of (R)-baclofen and (R)-phenibut with high yields and excellent enantioselectivities.