Literature DB >> 17249806

Surprising role of aryl halides in nickel-catalyzed reductive aldol reactions.

Christa C Chrovian1, John Montgomery.   

Abstract

[reaction: see text] A new nickel-catalyzed method for the reductive aldol addition of acrylates and aldehydes has been developed. An unexpected requirement for an aryl iodide additive was found in the process, and the effect was shown to be linked to an initiation step.

Entities:  

Year:  2007        PMID: 17249806     DOI: 10.1021/ol063028+

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


  8 in total

1.  Formation of C-C Bonds via Catalytic Hydrogenation and Transfer Hydrogenation: Vinylation, Allylation, and Enolate Addition of Carbonyl Compounds and Imines.

Authors:  Ryan L Patman; John F Bower; In Su Kim; Michael J Krische
Journal:  Aldrichimica Acta       Date:  2008       Impact factor: 3.667

2.  Nickel-catalyzed reductive conjugate addition to enones via allylnickel intermediates.

Authors:  Ruja Shrestha; Stephanie C M Dorn; Daniel J Weix
Journal:  J Am Chem Soc       Date:  2013-01-08       Impact factor: 15.419

3.  Diastereo- and Enantioselective Reductive Aldol Addition of Vinyl Ketones via Catalytic Hydrogenation.

Authors:  Soo Bong Han; Abbas Hassan; Michael J Krische
Journal:  Synthesis (Stuttg)       Date:  2008-09-01       Impact factor: 3.157

4.  C-O hydrogenolysis catalyzed by Pd-PMHS nanoparticles in the company of chloroarenes.

Authors:  Ronald J Rahaim; Robert E Maleczka
Journal:  Org Lett       Date:  2011-01-19       Impact factor: 6.005

5.  Nickel-Catalyzed Annulations of ortho-Haloarylimines.

Authors:  Srinivas Kolluru; Manvendra Singh; Bryce Gaskins; Zarko Boskovic
Journal:  ACS Catal       Date:  2021-08-05       Impact factor: 13.700

6.  Catalytic Reductive Aldol and Mannich Reactions of Enone, Acrylate, and Vinyl Heteroaromatic Pronucleophiles.

Authors:  Cole C Meyer; Eliezer Ortiz; Michael J Krische
Journal:  Chem Rev       Date:  2020-03-19       Impact factor: 60.622

7.  L-selectride-mediated highly diastereoselective asymmetric reductive aldol reaction: access to an important subunit for bioactive molecules.

Authors:  Arun K Ghosh; Jorden Kass; David D Anderson; Xiaoming Xu; Christine Marian
Journal:  Org Lett       Date:  2008-10-03       Impact factor: 6.005

8.  Diastereo- and enantioselective hydrogenative aldol coupling of vinyl ketones: design of effective monodentate TADDOL-like phosphonite ligands.

Authors:  Cisco Bee; Soo Bong Han; Abbas Hassan; Hiroki Iida; Michael J Krische
Journal:  J Am Chem Soc       Date:  2008-02-12       Impact factor: 15.419

  8 in total

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