Literature DB >> 25403018

Cobalt-catalyzed enantioselective intramolecular hydroacylation of ketones and olefins.

Junfeng Yang1, Naohiko Yoshikai.   

Abstract

Cobalt-chiral diphoshine catalytic systems promote intramolecular hydroacylation reactions of 2-acylbenzaldehydes and 2-alkenylbenzaldehydes to afford phthalide and indanone derivatives, respectively, in moderate to good yields with high enantioselectivities. The ketone hydroacylation did not exhibit a significant H/D kinetic isotope effect (KIE) with respect to the aldehyde C-H bond, indicating that C-H activation would not be involved in the rate-limiting step.

Entities:  

Year:  2014        PMID: 25403018     DOI: 10.1021/ja509919x

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


  11 in total

1.  Intermolecular Markovnikov-Selective Hydroacylation of Olefins Catalyzed by a Cationic Ruthenium-Hydride Complex.

Authors:  Junghwa Kim; Chae S Yi
Journal:  ACS Catal       Date:  2016-04-19       Impact factor: 13.084

2.  Mechanisms for nickel(0)/N-heterocyclic carbene-catalyzed intramolecular alkene hydroacylation: insights from a DFT study.

Authors:  Qingxi Meng; Fen Wang
Journal:  J Mol Model       Date:  2016-12-21       Impact factor: 1.810

3.  Enantioselective Iridium-Catalyzed Phthalide Formation through Internal Redox Allylation of Phthalaldehydes.

Authors:  James M Cabrera; Johannes Tauber; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2018-01-04       Impact factor: 15.336

4.  Transition-Metal-Catalyzed C-H Bond Addition to Carbonyls, Imines, and Related Polarized π Bonds.

Authors:  Joshua R Hummel; Jeffrey A Boerth; Jonathan A Ellman
Journal:  Chem Rev       Date:  2016-12-12       Impact factor: 60.622

5.  Theoretical studies of nickel-catalyzed ring-opening hydroacylation of methylenecyclopropanes and benzaldehydes.

Authors:  Fen Wang; Shuhua Zhu; Qingxi Meng; Hongzong Yin
Journal:  J Mol Model       Date:  2015-07-22       Impact factor: 1.810

6.  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

7.  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 8.  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

9.  Rh-catalyzed Reagent-Free Ring Expansion of Cyclobutenones and Benzocyclobutenones.

Authors:  Peng-Hao Chen; Joshua Sieber; Chris H Senanayake; Guangbin Dong
Journal:  Chem Sci       Date:  2015-07-10       Impact factor: 9.825

10.  Divergent ring-opening coupling between cyclopropanols and alkynes under cobalt catalysis.

Authors:  Junfeng Yang; Yixiao Shen; Yang Jie Lim; Naohiko Yoshikai
Journal:  Chem Sci       Date:  2018-07-16       Impact factor: 9.825

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