Literature DB >> 12633084

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

Jeffrey T Bagdanoff1, Eric M Ferreira, Brian M Stoltz.   

Abstract

[reaction: see text] The addition of Cs(2)CO(3) and t-BuOH provides a dramatic rate acceleration in the palladium-catalyzed aerobic oxidative kinetic resolution of secondary alcohols while maintaining the selectivity of the process.

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Year:  2003        PMID： 12633084     DOI： 10.1021/ol027463p

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  15 in total

1.  Catalytic enantioselective stereoablative reactions: an unexploited approach to enantioselective catalysis.

Authors:  Justin T Mohr; David C Ebner; Brian M Stoltz
Journal:  Org Biomol Chem       Date:  2007-10-01       Impact factor: 3.876

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

Authors:  David C Ebner; Raissa M Trend; Cédric Genet; Matthew J McGrath; Peter O'Brien; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

3.  Oxidative cyclizations in a nonpolar solvent using molecular oxygen and studies on the stereochemistry of oxypalladation.

Authors:  Raissa M Trend; Yeeman K Ramtohul; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2005-12-21       Impact factor: 15.419

4.  Chiral N-salicylidene vanadyl carboxylate-catalyzed enantioselective aerobic oxidation of alpha-hydroxy esters and amides.

Authors:  Shiue-Shien Weng; Mei-Wen Shen; Jun-Qi Kao; Yogesh S Munot; Chien-Tien Chen
Journal:  Proc Natl Acad Sci U S A       Date:  2006-02-24       Impact factor: 11.205

Review 5.  If C-H bonds could talk: selective C-H bond oxidation.

Authors:  Timothy Newhouse; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-16       Impact factor: 15.336

6.  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

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.  In situ enzymatic screening (ISES) of P,N-ligands for Ni(0)-mediated asymmetric intramolecular allylic amination.

Authors:  David B Berkowitz; Weijun Shen; Gourhari Maiti
Journal:  Tetrahedron Asymmetry       Date:  2004-09-13

9.  Elucidating the significance of beta-hydride elimination and the dynamic role of acid/base chemistry in a palladium-catalyzed aerobic oxidation of alcohols.

Authors:  Jaime A Mueller; Christopher P Goller; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2004-08-11       Impact factor: 15.419

10.  C-H Bond Functionalizations with Palladium(II): Intramolecular Oxidative Annulations of Arenes.

Authors:  Eric M Ferreira; Haiming Zhang; Brian M Stoltz
Journal:  Tetrahedron       Date:  2008-06-23       Impact factor: 2.457
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