New Developments in the Origins of the Homochirality of Biologically Relevant Molecules

Buschmann, Helmut; Thede, Richard; Heller, Detlef

doi:10.1002/1521-3773(20001117)39:22<4033::aid-anie4033>3.0.co;2-2

Cited by 115 publications

(50 citation statements)

References 67 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The subject of absolute asymmetric synthesis has captivated scientists ever since the biological importance of L-amino acids and D-sugars was first recognized (9)(10)(11)(12). We understand that when we go into the laboratory to prepare such molecules, we will arrive at a racemic mixture unless we employ a template; an asymmetric enzyme, reagent or catalyst, a chiral synthon, or some other physical or chemical force, to help direct the reaction toward the desired hand of the product.…”

Section: Shattering the Mirror: Absolute Asymmetric Synthesismentioning

confidence: 99%

Asymmetric Autocatalysis and Its Implications for the Origin of Homochirality

Blackmond

2004

ChemInform

View full text Add to dashboard Cite

An autocatalytic reaction in which the reaction product serves as a catalyst to produce more of itself and to suppress production of its enantiomer serves as a mechanistic model for the evolution of homochirality. The Soai reaction provided experimental confirmation of this concept, nearly 50 years after it was first proposed. This Perspective offers a rationalization of the Soai autocatalytic reaction; accounting for enantiomeric excess and rate observations, that is both simple as well as gratifying in its implications for the chemical origin of life.

show abstract

Section: Shattering the Mirror: Absolute Asymmetric Synthesismentioning

confidence: 99%

Asymmetric Autocatalysis and Its Implications for the Origin of Homochirality

Blackmond

2004

ChemInform

View full text Add to dashboard Cite

show abstract

“…The presence of a positive nonlinear effect may avoid to prepare enantiopure ligands. Asymmetric amplification is also useful in enantioselective autocatalysis, [29,30] and hence feed the discussions on the processes occuring in prebiotic times leading to homochirality of living systems [48].…”

Section: Resultsmentioning

confidence: 80%

Nonlinear Effects in Enantioselective Organometallic Catalysis

Kagan

2007

Oil & Gas Science and Technology - Rev. IFP

View full text Add to dashboard Cite

*Dedicated to Yves Chauvin for his outstanding contributions to catalysis Ce manuscrit est dédié à Yves Chauvin pour ses contributions exceptionnelles à la catalyse Résumé -Effets nonlinéaires dans la catalyse organométallique énantiosélective -L'historique de la catalyse organométallique énantiosélective est rappelé en introduction. Les problèmes liés à l'emploi d'auxiliaires chiraux énantioimpurs sont discutés, les effets nonlinéaires sont définis et des modèles mathématiques simples sont présentés. De nombreux exemples d'effets nonlinéaires positifs ou négatifs sont maintenant connus, certains sont mentionnés. Les effets nonlinéaires sont utiles pour aborder des mécanismes réactionnels. L'amplification asymétrique peut avoir des applications en catalyse, en permettant d'utiliser un ligand qui n'est pas énantiopur. Abstract -Nonlinear Effects in Enantioselective Organometallic

show abstract

“…The enantioselectivity observed in this autocatalytic reaction should be high enough to expect a remarkable phenomenon, i.e., asymmetric autocatalysis with amplification of ee [45][46][47][48][49][50][51][52][53][54][55][56][57][58][59][60][61], which prompted the examination of the reaction using an autocatalyst with a low ee. As a result, we found for the first time that the initial small 2% ee was significantly amplified to a high enantioenrichment (88% ee) [44] (Fig.…”

Section: Asymmetric Autocatalysis With Amplification Of Eementioning

confidence: 99%