Literature DB >> 18626882

Palladium-catalyzed enantioselective oxidation of chiral secondary alcohols: access to both enantiomeric series.

David C Ebner1, Raissa M Trend, Cédric Genet, Matthew J McGrath, Peter O'Brien, Brian M Stoltz.   

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Year:  2008        PMID: 18626882      PMCID: PMC2790069          DOI: 10.1002/anie.200801865

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


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  15 in total

1.  The palladium-catalyzed oxidative kinetic resolution of secondary alcohols with molecular oxygen.

Authors:  E M Ferreira; B M Stoltz
Journal:  J Am Chem Soc       Date:  2001-08-08       Impact factor: 15.419

2.  First asymmetric total synthesis of (+)-sparteine.

Authors:  Brenton T Smith; John A Wendt; Jeffrey Aubé
Journal:  Org Lett       Date:  2002-07-25       Impact factor: 6.005

3.  Efficiency in nonenzymatic kinetic resolution.

Authors:  Edwin Vedejs; Mara Jure
Journal:  Angew Chem Int Ed Engl       Date:  2005-06-27       Impact factor: 15.336

4.  A convergent and enantioselective synthesis of (+)-amurensinine via selective C-H and C-C bond insertion reactions.

Authors:  Uttam K Tambar; David C Ebner; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2006-09-13       Impact factor: 15.419

5.  An experimentally derived model for stereoselectivity in the aerobic oxidative kinetic resolution of secondary alcohols by (sparteine)PdCl2.

Authors:  Raissa M Trend; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2004-04-14       Impact factor: 15.419

6.  Mechanistic investigations of the palladium-catalyzed aerobic oxidative kinetic resolution of secondary alcohols using (-)-sparteine.

Authors:  Jaime A Mueller; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2003-06-11       Impact factor: 15.419

7.  Ligand-modulated palladium-catalyzed aerobic alcohol oxidations.

Authors:  Matthew S Sigman; David R Jensen
Journal:  Acc Chem Res       Date:  2006-03       Impact factor: 22.384

8.  Evaluation of (+)-sparteine-like diamines for asymmetric synthesis.

Authors:  Michael J Dearden; Matthew J McGrath; Peter O'Brien
Journal:  J Org Chem       Date:  2004-08-20       Impact factor: 4.354

9.  Palladium-catalyzed enantioselective oxidation of alcohols: a dramatic rate acceleration by Cs2CO3/t-BuOH.

Authors:  Jeffrey T Bagdanoff; Eric M Ferreira; Brian M Stoltz
Journal:  Org Lett       Date:  2003-03-20       Impact factor: 6.005

10.  A computational model relating structure and reactivity in enantioselective oxidations of secondary alcohols by (-)-sparteine-Pd(II) complexes.

Authors:  Robert J Nielsen; Jason M Keith; Brian M Stoltz; William A Goddard
Journal:  J Am Chem Soc       Date:  2004-06-30       Impact factor: 15.419

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  10 in total

1.  Pd-catalyzed enantioselective aerobic oxidation of secondary alcohols: applications to the total synthesis of alkaloids.

Authors:  Shyam Krishnan; Jeffrey T Bagdanoff; David C Ebner; Yeeman K Ramtohul; Uttam K Tambar; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2008-09-18       Impact factor: 15.419

2.  Folded biomimetic oligomers for enantioselective catalysis.

Authors:  Galia Maayan; Michael D Ward; Kent Kirshenbaum
Journal:  Proc Natl Acad Sci U S A       Date:  2009-08-10       Impact factor: 11.205

3.  Asymmetric palladium-catalyzed hydroarylation of styrenes and dienes.

Authors:  Susanne M Podhajsky; Yasumasa Iwai; Amanda Cook-Sneathen; Matthew S Sigman
Journal:  Tetrahedron       Date:  2011-06-17       Impact factor: 2.457

4.  Recent advancements and challenges of palladium(II)-catalyzed oxidation reactions with molecular oxygen as the sole oxidant.

Authors:  Keith M Gligorich; Matthew S Sigman
Journal:  Chem Commun (Camb)       Date:  2009-05-14       Impact factor: 6.222

Review 5.  Palladium(II)-catalyzed alkene functionalization via nucleopalladation: stereochemical pathways and enantioselective catalytic applications.

Authors:  Richard I McDonald; Guosheng Liu; Shannon S Stahl
Journal:  Chem Rev       Date:  2011-03-23       Impact factor: 60.622

6.  Synthesis of the azaphilones (+)-sclerotiorin and (+)-8-O-methylsclerotiorinamine utilizing (+)-sparteine surrogates in copper-mediated oxidative dearomatization.

Authors:  Andrew R Germain; Daniel M Bruggemeyer; Jianglong Zhu; Cedric Genet; Peter O'Brien; John A Porco
Journal:  J Org Chem       Date:  2011-03-14       Impact factor: 4.354

7.  The palladium-catalyzed aerobic kinetic resolution of secondary alcohols: reaction development, scope, and applications.

Authors:  David C Ebner; Jeffrey T Bagdanoff; Eric M Ferreira; Ryan M McFadden; Daniel D Caspi; Raissa M Trend; Brian M Stoltz
Journal:  Chemistry       Date:  2009-12-07       Impact factor: 5.236

8.  Use of a palladium(II)-catalyzed oxidative kinetic resolution in synthetic efforts toward bielschowskysin.

Authors:  Michael E Meyer; John H Phillips; Eric M Ferreira; Brian M Stoltz
Journal:  Tetrahedron       Date:  2013-09-09       Impact factor: 2.457

9.  Structural features and reactivity of (sparteine)PdCl2: a model for selectivity in the oxidative kinetic resolution of secondary alcohols.

Authors:  Raissa M Trend; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2008-11-26       Impact factor: 15.419

10.  An aerobic oxidation of alcohols into carbonyl synthons using bipyridyl-cinchona based palladium catalyst.

Authors:  Ravi Kumar Cheedarala; Ramasamy R Chidambaram; Ayyanar Siva; Jung Il Song
Journal:  RSC Adv       Date:  2021-10-06       Impact factor: 4.036

  10 in total

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