2001
DOI: 10.1002/1521-3773(20010202)40:3<529::aid-anie529>3.3.co;2-o
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The Application of L-Proline as an Enzyme Mimic and Further New Asymmetric Syntheses Using Small Organic Molecules as Chiral Catalysts

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Cited by 15 publications
(20 citation statements)
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“…This leads to it having a special role in peptides and proteins as it cannot act as a hydrogen-bond donor, but is often found in β-turns [ 1 , 2 , 3 ]. Proline and its derivatives have also found many applications in synthetic chemistry as chiral-auxiliaries [ 4 ], chiral reagents [ 5 , 6 ] and most recently as chiral catalysts [ 7 , 8 , 9 , 10 , 11 , 12 ] where it was developments in proline-catalysed enamine chemistry that sparked the recent resurgence of interest in asymmetric organocatalysis [ 13 , 14 , 15 , 16 , 17 ]. Proline is undoubtedly the most sustainable of the organocatalysts as it is directly available from biological sources without any need for chemical transformations.…”
Section: Introductionmentioning
confidence: 99%
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“…This leads to it having a special role in peptides and proteins as it cannot act as a hydrogen-bond donor, but is often found in β-turns [ 1 , 2 , 3 ]. Proline and its derivatives have also found many applications in synthetic chemistry as chiral-auxiliaries [ 4 ], chiral reagents [ 5 , 6 ] and most recently as chiral catalysts [ 7 , 8 , 9 , 10 , 11 , 12 ] where it was developments in proline-catalysed enamine chemistry that sparked the recent resurgence of interest in asymmetric organocatalysis [ 13 , 14 , 15 , 16 , 17 ]. Proline is undoubtedly the most sustainable of the organocatalysts as it is directly available from biological sources without any need for chemical transformations.…”
Section: Introductionmentioning
confidence: 99%
“…Proline is undoubtedly the most sustainable of the organocatalysts as it is directly available from biological sources without any need for chemical transformations. Proline-catalysed reactions are however, commonly carried out in traditional solvents such as DMSO, DMF and chlorinated solvents [ 7 , 8 , 9 , 10 , 11 , 12 ] which severely undermine the green credentials of proline-catalysed reactions due to their toxicity. Although both water [ 18 , 19 ] and ionic liquids [ 20 ] have also been used as solvents for proline-catalysed reactions, the green credentials of both of these solvents have been questioned [ 21 , 22 ] and water has been shown to inhibit proline-catalysed aldol reactions [ 23 ].…”
Section: Introductionmentioning
confidence: 99%
“…Enzyme mimics are developed especially for artificial enzymes as practical applications and also for enzymatic mechanisms cognition . Generally, even simple organic molecule or metal complexes can operate as enzyme mimics, while more advanced sophisticated supramolecules represent pseudo‐enzyme performance. The presence of a host will selectively specify the substrate providing increased reactivity .…”
Section: Introductionmentioning
confidence: 99%
“…The application of enantiomerically pure, "small" organic molecules represents a promising alternative catalytic concept in addition to other frequently used syntheses based on metal containing catalysts [19]. In this respect, ʟ-proline has drawn much interest in different organic reactions because of its rigid ring structure, experimental simplicity, ease of handling, cost effectiveness, and excellent solubility in water and organic solvents [20].…”
Section: Introductionmentioning
confidence: 99%