Literature DB >> 30328418

Nickel-catalyzed, ligand-free, diastereoselective synthesis of 3-methyleneindan-1-ols.

Heena Panchal1, Christopher Clarke, Charles Bell, Somnath Narayan Karad, William Lewis, Hon Wai Lam.   

Abstract

Nickel-catalyzed, highly diastereoselective annulations between activated allenes and 2-acetylarylboronic acid or 2-formylarylboronic acids are reported. No ligand for nickel is required, and the reactions proceed efficiently at room temperature to give a broad range of substituted 3-methyleneindan-1-ols. Preliminary results of an enantioselective variant are also described.

Entities:  

Year:  2018        PMID: 30328418     DOI: 10.1039/c8cc06388e

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


  5 in total

1.  Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis.

Authors:  Robert Connon; Brendan Roche; Balaji V Rokade; Patrick J Guiry
Journal:  Chem Rev       Date:  2021-05-21       Impact factor: 60.622

2.  Enantioselective nickel-catalyzed arylative and alkenylative intramolecular 1,2-allylations of tethered allene-ketones.

Authors:  Riccardo Di Sanza; Thi Le Nhon Nguyen; Naeem Iqbal; Stephen P Argent; William Lewis; Hon Wai Lam
Journal:  Chem Sci       Date:  2020-01-21       Impact factor: 9.825

Review 3.  Nickel-Catalyzed Arylative Cyclizations of Alkyne- and Allene-Tethered Electrophiles using Arylboron Reagents.

Authors:  Simone M Gillbard; Hon Wai Lam
Journal:  Chemistry       Date:  2022-01-27       Impact factor: 5.020

4.  Allenoate Prenucleophiles: A Triply Diastereoselective Approach to β-Hydroxy Esters Containing All-Carbon α-Quaternary Centers.

Authors:  Samantha L Maki; Pradip Maity; Shannon Dougherty; Jennifer Johns; Salvatore D Lepore
Journal:  Org Lett       Date:  2019-09-16       Impact factor: 6.072

5.  A two-phase bromination process using tetraalkylammonium hydroxide for the practical synthesis of α-bromolactones from lactones.

Authors:  Yuki Yamamoto; Akihiro Tabuchi; Kazumi Hosono; Takanori Ochi; Kento Yamazaki; Shintaro Kodama; Akihiro Nomoto; Akiya Ogawa
Journal:  Beilstein J Org Chem       Date:  2021-12-09       Impact factor: 2.883

  5 in total

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