Catalytic Batch and Continuous Flow Production of Highly Enantioenriched Cyclohexane Derivatives with Polymer-Supported Diarylprolinol Silyl Ethers

被引:72
作者
Alza, Esther [1 ]
Sayalero, Sonia [1 ]
Cambeiro, Xacobe C. [1 ]
Martin-Rapun, Rafael [1 ]
Miranda, Pedro O. [1 ]
Pericas, Miquel A. [1 ,2 ]
机构
[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
[2] Univ Barcelona, Dept Quim Organ, E-08028 Barcelona, Spain
关键词
asymmetric organocatalysis; domino process; Michael addition; Knoevenagel condensation; flow reactors; TRICYCLIC CARBON FRAMEWORKS; ONE-POT SYNTHESIS; ASYMMETRIC-SYNTHESIS; 1,3-DIPOLAR CYCLOADDITIONS; ENANTIOSELECTIVE SYNTHESIS; ORGANIC-SYNTHESIS; MICHAEL ADDITION; DOMINO REACTIONS; CASCADE; IMMOBILIZATION;
D O I
10.1055/s-0030-1259528
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diarylprolinol silyl ethers immobilized onto polystyrene have been employed as catalysts in the enantioselective domino Michael-Knoevenagel reaction of dimethyl 3-oxoglutarate and 3-substituted acrolein derivatives, including aliphatic ones. The best catalyst allows the preparation of highly functionalized cyclohexane derivatives in a straightforward and efficient manner, both under batch and continuous flow conditions.
引用
收藏
页码:464 / 468
页数:5
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