文献类型：期刊文献

英文题名：Cinchona Alkaloid Catalyzed Regio- and Enantioselective Allylic Amination of Morita-Baylis-Hillman Carbonates with Isatins

作者：Zhao, Mei-Xin[1,2,3];Chen, Ming-Xiao[1,2];Tang, Wen-Hao[1,2];Wei, Deng-Ke[1,2];Dai, Tong-Lei[1,2];Shi, Min[1,2,4]

机构：[1]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China;[3]Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China;[4]Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

年份：2012

卷号：2012

期号：19

起止页码：3598

外文期刊名：EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000305510400008)，CCR-EXPANDED(收录号:WOS:000305510400008)】；

基金：We gratefully acknowlede the National Natural Science Foundation of China (NSFC) (20772030, 21072056), the Fundamental Research Funds for the Central Universities, the Scientific Research Foundation for Returned Overseas Chinese Scholars, and the State Education Ministry for financial support.

语种：英文

外文关键词：Organocatalysis; Amination; Alkaloids; Allylic compounds; Isatins; Carbonates

摘要：An efficient enantioselective allylic amination of MoritaBaylisHillman (MBH) carbonates derived from methyl acrylate and aromatic aldehydes with isatins has been realized in the presence of commercially available cinchona alkaloids. The allylic amination products were obtained in moderate-to-good yields (4674?%) with moderate-to-good enantioselectivities (up to 89?% ee) under mild conditions. The synthetic utility of the amination products has been well demonstrated by the facile synthesis of methyl (3R,4R)-10-oxo-4-phenyl-2,3,4,10-tetrahydropyrimido[1,2-a]indole-3-carboxylate.