Literature DB >> 18421726

Ruthenium-catalyzed synthesis of allylic alcohols: boronic acid as a hydroxide source.

Asmae Bouziane1, Marion Hélou, Bertrand Carboni, François Carreaux, Bernard Demerseman, Christian Bruneau, Jean-Luc Renaud.   

Abstract

Secondary allylic alcohols were synthesized from linear allylic halides or carbonates using a catalytic amount of a ruthenium complex in the presence of boronic acid. The effects of solvent, base, ruthenium precursor, and boronic acid were fully explored, and the scope of the reaction was extended to various substrates. We also describe a preliminary investigation towards an enantioselective process.

Entities:  

Year:  2008        PMID: 18421726     DOI: 10.1002/chem.200702030

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  4 in total

1.  Synthesis of Enantioenriched 3,4-Disubstituted Chromans through Lewis Base Catalyzed Carbosulfenylation.

Authors:  Travis Menard; Aragorn Laverny; Scott E Denmark
Journal:  J Org Chem       Date:  2021-10-21       Impact factor: 4.354

2.  Grubbs cross-metathesis pathway for a scalable synthesis of γ-keto-α,β-unsaturated esters.

Authors:  Reji N Nair; Thomas D Bannister
Journal:  J Org Chem       Date:  2014-01-21       Impact factor: 4.354

3.  Synthesis and supramolecular properties of regioisomers of mononaphthylallyl derivatives of γ-cyclodextrin.

Authors:  Markéta Bláhová; Sergey K Filippov; Lubomír Kováčik; Jiří Horský; Simona Hybelbauerová; Zdenka Syrová; Tomáš Křížek; Jindřich Jindřich
Journal:  Beilstein J Org Chem       Date:  2017-11-27       Impact factor: 2.883

4.  Characterising covalent warhead reactivity.

Authors:  James S Martin; Claire J MacKenzie; Daniel Fletcher; Ian H Gilbert
Journal:  Bioorg Med Chem       Date:  2019-04-03       Impact factor: 3.641

  4 in total

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