Literature DB >> 10891058

Kinetic aspects of nonlinear effects in asymmetric catalysis.

D G Blackmond1.   

Abstract

Probing catalyst systems for a nonlinear relationship between product enantioselectivity and catalyst enantiopurity is now commonly being used as a mechanistic tool. We show that in some cases striking consequences for reaction rate can ensue for reactions carried out using non-enantiopure catalysts. We also demonstrate how consideration of the kinetic behavior may serve to enhance the use of nonlinear effects as a diagnostic tool for identifying active catalytic species and for providing mechanistic insight. Kinetic information may also help in the development of efficient synthetic strategies using non-enantiopure systems.

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Year:  2000        PMID: 10891058     DOI: 10.1021/ar990083s

Source DB:  PubMed          Journal:  Acc Chem Res        ISSN: 0001-4842            Impact factor:   22.384


  14 in total

1.  Chiral amplification of oligopeptides via polymerization in two-dimensional crystallites on water.

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2.  Mechanistic studies of copper(I)-catalyzed 1,3-halogen migration.

Authors:  Ryan Van Hoveln; Brandi M Hudson; Henry B Wedler; Desiree M Bates; Gabriel Le Gros; Dean J Tantillo; Jennifer M Schomaker
Journal:  J Am Chem Soc       Date:  2015-04-16       Impact factor: 15.419

3.  Caution in the Use of Nonlinear Effects as a Mechanistic Tool for Catalytic Enantioconvergent Reactions: Intrinsic Negative Nonlinear Effects in the Absence of Higher-Order Species.

Authors:  Marcin Kalek; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2017-03-09       Impact factor: 15.419

4.  Diastereoselective silylene transfer reactions to chiral enantiopure alkenes: effects of ligand size and substrate bias.

Authors:  Christina Z Rotsides; K A Woerpel
Journal:  Dalton Trans       Date:  2017-07-11       Impact factor: 4.390

5.  Enantioselective and Diastereodivergent Allylation of Propargylic C-H Bonds.

Authors:  Jin Zhu; Yidong Wang; Aaron D Charlack; Yi-Ming Wang
Journal:  J Am Chem Soc       Date:  2022-08-17       Impact factor: 16.383

6.  Catalytic site-selective synthesis and evaluation of a series of erythromycin analogs.

Authors:  Chad A Lewis; Janie Merkel; Scott J Miller
Journal:  Bioorg Med Chem Lett       Date:  2008-09-09       Impact factor: 2.823

7.  Rhodium-catalyzed asymmetric ring opening reactions of oxabicyclic alkenes: catalyst and substrate studies leading to a mechanistic working model.

Authors:  Mark Lautens; Keith Fagnou
Journal:  Proc Natl Acad Sci U S A       Date:  2004-04-05       Impact factor: 11.205

8.  Data Science Meets Physical Organic Chemistry.

Authors:  Jennifer M Crawford; Cian Kingston; F Dean Toste; Matthew S Sigman
Journal:  Acc Chem Res       Date:  2021-08-05       Impact factor: 24.466

Review 9.  The self-disproportionation of enantiomers (SDE): a menace or an opportunity?

Authors:  Jianlin Han; Osamu Kitagawa; Alicja Wzorek; Karel D Klika; Vadim A Soloshonok
Journal:  Chem Sci       Date:  2018-01-15       Impact factor: 9.825

10.  Rh(I)-catalyzed intermolecular hydroacylation: enantioselective cross-coupling of aldehydes and ketoamides.

Authors:  Kevin G M Kou; Diane N Le; Vy M Dong
Journal:  J Am Chem Soc       Date:  2014-06-17       Impact factor: 15.419

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