Literature DB >> 25277153

Enantioselective hydroacylation of olefins with rhodium catalysts.

Stephen K Murphy1, Vy M Dong.   

Abstract

Over thirty years ago, James and Young reported the first enantioselective olefin hydroacylation by using rhodium catalysts. This viewpoint highlights the advances in this area, including 4-pentenal cyclisations, medium-ring syntheses, and intermolecular variants.

Entities:  

Year:  2014        PMID： 25277153      PMCID： PMC4456096          DOI： 10.1039/c4cc02276a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  26 in total

1.  Cooperative catalysis approach to intramolecular hydroacylation.

Authors:  Evgeny V Beletskiy; Ch Sudheer; Christopher J Douglas
Journal:  J Org Chem       Date:  2012-07-10       Impact factor: 4.354

2.  Catalytic asymmetric intramolecular hydroacylation with rhodium/phosphoramidite-alkene ligand complexes.

Authors:  Thomas J Hoffman; Erick M Carreira
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-16       Impact factor: 15.336

3.  Double-chelation-assisted Rh-catalyzed intermolecular hydroacylation.

Authors:  Masakazu Tanaka; Masanori Imai; Yoichiro Yamamoto; Keitaro Tanaka; Masato Shimowatari; Shinji Nagumo; Norio Kawahara; Hiroshi Suemune
Journal:  Org Lett       Date:  2003-04-17       Impact factor: 6.005

4.  Hydroacylation of 2-vinyl benzaldehyde systems: an efficient method for the synthesis of chiral 3-substituted indanones.

Authors:  Kousik Kundu; James V McCullagh; Andrew T Morehead
Journal:  J Am Chem Soc       Date:  2005-11-23       Impact factor: 15.419

5.  Scope and mechanism of the intermolecular addition of aromatic aldehydes to olefins catalyzed by Rh(I) olefin complexes.

Authors:  Amy H Roy; Christian P Lenges; Maurice Brookhart
Journal:  J Am Chem Soc       Date:  2007-01-31       Impact factor: 15.419

6.  Ruthenium hydride-catalyzed addition of aldehydes to dienes leading to beta,gamma-unsaturated ketones.

Authors:  Sohei Omura; Takahide Fukuyama; Jiro Horiguchi; Yuji Murakami; Ilhyong Ryu
Journal:  J Am Chem Soc       Date:  2008-10-08       Impact factor: 15.419

7.  Double-chelation-assisted Rh-catalyzed intermolecular hydroacylation between salicylaldehydes and 1,4-penta- or 1,5-hexadienes.

Authors:  Masanori Imai; Masakazu Tanaka; Keitaro Tanaka; Yoichiro Yamamoto; Naoko Imai-Ogata; Masato Shimowatari; Shinji Nagumo; Norio Kawahara; Hiroshi Suemune
Journal:  J Org Chem       Date:  2004-02-20       Impact factor: 4.354

8.  Rhodium-catalyzed highly enantioselective direct intermolecular hydroacylation of 1,1-disubstituted alkenes with unfunctionalized aldehydes.

Authors:  Yu Shibata; Ken Tanaka
Journal:  J Am Chem Soc       Date:  2009-09-09       Impact factor: 15.419

9.  Rh-catalyzed intramolecular olefin hydroacylation: enantioselective synthesis of seven- and eight-membered heterocycles.

Authors:  Matthew M Coulter; Peter K Dornan; Vy M Dong
Journal:  J Am Chem Soc       Date:  2009-05-27       Impact factor: 15.419

10.  Direct intermolecular hydroacylation of N,N-dialkylacrylamides with aldehydes catalyzed by a cationic rhodium(I)/dppb complex.

Authors:  Ken Tanaka; Yu Shibata; Takeshi Suda; Yuji Hagiwara; Masao Hirano
Journal:  Org Lett       Date:  2007-03-07       Impact factor: 6.005
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  14 in total

1.  Oxidative Addition of Dihydrogen, Boron Compounds, and Aryl Halides to a Cobalt(I) Cation Supported by a Strong-Field Pincer Ligand.

Authors:  Stephan M Rummelt; Hongyu Zhong; Nadia G Léonard; Scott P Semproni; Paul J Chirik
Journal:  Organometallics       Date:  2019-02-20       Impact factor: 3.876

2.  Dynamic Kinetic Resolution of Aldehydes by Hydroacylation.

Authors:  Zhiwei Chen; Yusuke Aota; Hillary M H Nguyen; Vy M Dong
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-27       Impact factor: 15.336

3.  Three-component carboacylation of alkenes via cooperative nickelaphotoredox catalysis.

Authors:  Dingyi Wang; Lutz Ackermann
Journal:  Chem Sci       Date:  2022-05-30       Impact factor: 9.969

4.  Enantioselective CuH-Catalyzed Hydroacylation Employing Unsaturated Carboxylic Acids as Aldehyde Surrogates.

Authors:  Yujing Zhou; Jeffrey S Bandar; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2017-06-06       Impact factor: 15.419

5.  Mechanisms and reactivity differences for the cobalt-catalyzed enantioselective intramolecular hydroacylation of ketones and alkenes: insights from density functional calculations.

Authors:  Qingxi Meng; Fen Wang
Journal:  J Mol Model       Date:  2016-02-18       Impact factor: 1.810

Review 6.  Teaching Aldehydes New Tricks Using Rhodium- and Cobalt-Hydride Catalysis.

Authors:  Ryan T Davison; Erin L Kuker; Vy M Dong
Journal:  Acc Chem Res       Date:  2021-02-03       Impact factor: 22.384

7.  Isomerization of Olefins Triggered by Rhodium-Catalyzed C-H Bond Activation: Control of Endocyclic β-Hydrogen Elimination.

Authors:  Stephanie Y Y Yip; Christophe Aïssa
Journal:  Angew Chem Int Ed Engl       Date:  2015-04-23       Impact factor: 15.336

8.  Resolving a Reactive Organometallic Intermediate from Dynamic Directing Group Systems by Selective C-H Activation.

Authors:  Fredrik Schaufelberger; Brian J J Timmer; Olof Ramström
Journal:  Chemistry       Date:  2017-12-07       Impact factor: 5.236

9.  Sequential Catalytic Functionalization of Aryltriazenyl Aldehydes for the Synthesis of Complex Benzenes.

Authors:  Sangwon Seo; Ming Gao; Eva Paffenholz; Michael C Willis
Journal:  ACS Catal       Date:  2021-05-05       Impact factor: 13.084

10.  Enantioselective CuH-Catalyzed Reductive Coupling of Aryl Alkenes and Activated Carboxylic Acids.

Authors:  Jeffrey S Bandar; Erhad Ascic; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2016-04-29       Impact factor: 15.419
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