Literature DB >> 15012135

Metallophosphites as umpolung catalysts: the enantioselective cross silyl benzoin reaction.

Xin Linghu1, Justin R Potnick, Jeffrey S Johnson.   

Abstract

Carbonyl polarity reversal (umpolung) has been realized employing metallophosphites as catalysts. As a result, nonenzymatic asymmetric cross silyl benzoin reactions have been achieved, giving optically active silyl ether-protected benzoin adducts. The reaction is general with respect to aryl, alkyl, and heterocyclic substrates with good to excellent yields and good to excellent enantioselectivities.

Entities:  

Year:  2004        PMID: 15012135     DOI: 10.1021/ja0496468

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  21 in total

1.  Discovering New Reactions with N-Heterocyclic Carbene Catalysis.

Authors:  Eric M Phillips; Audrey Chan; Karl A Scheidt
Journal:  Aldrichimica Acta       Date:  2009       Impact factor: 3.667

2.  Umpolung catalysts: comparative assessments on reactivities.

Authors:  Bernd Goldfuss; Maria Schumacher
Journal:  J Mol Model       Date:  2005-10-29       Impact factor: 1.810

Review 3.  Carbene catalysts.

Authors:  Jennifer L Moore; Tomislav Rovis
Journal:  Top Curr Chem       Date:  2010

4.  Enantioselective metallophosphite-catalyzed C-acylation of nitrones.

Authors:  Mary R Garrett; James C Tarr; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2007-10-10       Impact factor: 15.419

5.  Stereocontrolled synthesis of α-amino-α'-alkoxy ketones by a copper-catalyzed cross-coupling of peptidic thiol esters and α-alkoxyalkylstannanes.

Authors:  Hao Li; Anyu He; John R Falck; Lanny S Liebeskind
Journal:  Org Lett       Date:  2011-06-15       Impact factor: 6.005

6.  Catalytic nucleophilic glyoxylation of aldehydes.

Authors:  Kimberly M Steward; Jeffrey S Johnson
Journal:  Org Lett       Date:  2010-06-18       Impact factor: 6.005

7.  Lanthanum tricyanide-catalyzed acyl silane-ketone benzoin additions and kinetic resolution of resultant alpha-silyloxyketones.

Authors:  James C Tarr; Jeffrey S Johnson
Journal:  J Org Chem       Date:  2010-05-21       Impact factor: 4.354

8.  Metallophosphite-induced nucleophilic acylation of alpha,beta-unsaturated amides: facilitated catalysis by a diastereoselective retro [1,4] Brook rearrangement.

Authors:  Mary R Nahm; Xin Linghu; Justin R Potnick; Christopher M Yates; Peter S White; Jeffrey S Johnson
Journal:  Angew Chem Int Ed Engl       Date:  2005-04-15       Impact factor: 15.336

9.  Synthesis of Complex Glycolates by Enantioconvergent Addition Reactions.

Authors:  Samuel L Bartlett; Jeffrey S Johnson
Journal:  Acc Chem Res       Date:  2017-08-17       Impact factor: 22.384

10.  Metallophosphite-catalyzed asymmetric acylation of alpha,beta-unsaturated amides.

Authors:  Mary R Nahm; Justin R Potnick; Peter S White; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2006-03-01       Impact factor: 15.419

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.