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Novel carbohydrate-based thioureas as organocatalysts for asymmetric michael addition of 1,3-dicarbonyl compounds to nitroolefins
Tetrahedron ( IF 2.1 ) Pub Date : 2020-06-15 , DOI: 10.1016/j.tet.2020.131339
Róbert Rončák , Monika Tvrdoňová , Jozef Gonda , Ján Elečko

A series of novel carbohydrate-derived thioureas were synthesized and examined as catalysts for the asymmetric Michael addition of symmetrical 1,3-dicarbonyl compounds, including dimethyl malonate, to several trans-β-nitrostyrenes. High enantioselectivities (up to 94% ee) as well as high yields (up to 98%) were attained using a bifunctional organocatalyst bearing a cinchona-based alkaloid unit.



中文翻译:

新型基于碳水化合物的硫脲作为有机催化剂,可将1,3-二羰基化合物不对称地迈克尔加成至硝基烯烃

一系列新颖的碳水化合物衍生的硫脲的合成和研究作为催化剂用于不对称迈克尔加成对称1,3-二羰基化合物,包括丙二酸二甲酯,对几个反式- β -nitrostyrenes。使用带有金鸡纳生物碱单元的双功能有机催化剂,可以获得高对映选择性(最高94%ee)和高产率(最高98%)。

更新日期:2020-07-05
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