Additive and Emergent Catalytic Properties of Dimeric Unnatural Amino Acid Derivatives: Aldol and Conjugate Additions

被引：3

作者：

de Gracia Retamosa, Maria ^{[1
,2
,3
,5
,6
]}

Ruiz-Olalla, Andrea ^{[2
,3
]}

Agirre, Maddalen ^{[2
,3
,7
]}

de Cozar, Abel ^{[2
,3
,4
]}

Bello, Tamara ^{[2
,3
]}

Cossio, Fernando P. ^{[1
,2
,3
]}

机构：

[1] Donostia Int Phys Ctr DIPC, P Manuel Lardizabal 4, Donostia San Sebastian 20018, Spain

[2] Univ Basque Country UPV EHU, Dept Quim Organ 1, P Manuel Lardizabal 3, Donostia San Sebastian 20018, Spain

[3] Univ Basque Country UPV EHU, Inst Innovac Quim Avanzada ORFEO CINQA, P Manuel Lardizabal 3, Donostia San Sebastian 20018, Spain

[4] Basque Fdn Sci, Ikerbasque, Plaza Euskadi 5, Bilbao 48009, Spain

[5] Univ Alicante, Inst Sintesis Organ, Dept Quim Organ, Alicante 03080, Spain

[6] Univ Alicante, Inst Sintesis Organ, Ctr Innovac Quimca Avanzada ORFEO CINQA, Alicante 03080, Spain

[7] CIC Energigune, Parque Tecnol Alava, Vitoria 01510, Spain

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2021年 / 27卷 / 63期

关键词：

aldol reaction; asymmetric catalysis; conjugate additions; DFT calculations; 1; 3-dipolar reactions; ASYMMETRIC MICHAEL ADDITIONS; TRANSITION-STATES; 3+2 CYCLOADDITIONS; ORGANIC CATALYSTS; ENAMINE CATALYSIS; BOND FORMATION; PROLINE; ALDEHYDES; KETONES; NITROOLEFINS;

D O I：

10.1002/chem.202102394

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Dimeric unnatural prolines can show emergent catalytic properties with respect to their monomeric analogues. When aldol reactions are studied, both monomeric and dimeric organocatalysts behave similarly, the stereocontrol shown by the dimers being additive with respect to their monomeric components. However, the ability of the dimers to promote Michael reactions constitutes a catalytic property not shown by the constituent monomers. This cover represents the emergent catalytic properties of this kind of unnatural gamma-dipeptides. More information can be found in the Full Paper by F. P. Cossio et al. (DOI: 10.1002/chem.202102394).

引用

页码：15671 / 15687

页数：17

共 105 条

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