Chiral Cinchona Alkaloid-Thiourea Catalyzed Mannich Reaction for Enantioselective Synthesis of β-Amino Ketones Bearing Benzothiazol Moiety
- ISSN号:1001-604X
- 期刊名称:《中国化学:英文版》
- 时间:0
- 分类:TQ94[化学工程] O625.42[理学—有机化学;理学—化学]
- 作者机构:[1]State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang, Guizhou 550025, China
- 相关基金:Project supported by the National Key Project for Basic Research (No. 2010CB126105), Key Technologies R&D Program (No. 2011BAE06B05), the National Natural Science Foundation of China (No. 20872021) and Innovation Foundation for Graduate Students in Guizhou University (No. 2010023).
关键词:
Mannich反应, 金鸡纳生物碱, 有机催化剂, 酮亚胺, 不对称合成, 手性, 硫脲, 三唑基, asymmetric addition, β-amino ketones, Mannich reaction, chiral cinchona alkaloid-derived thiourea
中文摘要:
有 acetylacetone 的 imine 的 Mannich 反应被修改 chiral 辛可宁有效地催化导出碱的 thiourea。反应导致了氨基的羰基在高收益和好 enantioselectivities 加重的 chiral。学习第一次证明有从 benzothiazole 导出的杂环的 imine 的未修改的 acetylacetone 的 Mannich 反应能被 chiral bifunctional organocatalyst 支持。
英文摘要:
Mannich reactions of imine with acetylacetone were effectively catalyzed by the modified chiral cinchona alka-loid-derived thiourea. The reactions led to chiral r-amino carbonyl compounds in high yields and good enantiose-lectivities. The study demonstrated for the first time that Mannich reactions of unmodified acetylacetone with het-erocyclic imine derived from benzothiazole can be promoted by chiral bifunctional organocatalyst.