Literature DB >> 21049111

Osmium-free direct syn-dihydroxylation of alkenes.

Carole J R Bataille1, Timothy J Donohoe.   

Abstract

Numerous synthetic protocols for producing syn-diols from the corresponding alkenes have been developed and published over recent years. It is the intent of the following tutorial review to present a concise summary of the main methods used to prepare syn-diol fragments directly from alkene precursors, and that do not make use of osmium oxo complexes as catalysts.

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Year:  2010        PMID: 21049111     DOI: 10.1039/b923880h

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  10 in total

Review 1.  Oxidation of alkane and alkene moieties with biologically inspired nonheme iron catalysts and hydrogen peroxide: from free radicals to stereoselective transformations.

Authors:  Giorgio Olivo; Olaf Cussó; Margarida Borrell; Miquel Costas
Journal:  J Biol Inorg Chem       Date:  2017-01-25       Impact factor: 3.358

Review 2.  Ruthenium(0)-Catalyzed Cycloaddition of 1,2-Diols, Ketols, or Diones via Alcohol-Mediated Hydrogen Transfer.

Authors:  Hiroki Sato; Ben W H Turnbull; Keisuke Fukaya; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2018-02-06       Impact factor: 15.336

3.  Enantioselective synthesis of polyhydroxyindolizidinone and quinolizidinone derivatives from a common precursor.

Authors:  Nemai Saha; Shital K Chattopadhyay
Journal:  Beilstein J Org Chem       Date:  2014-12-22       Impact factor: 2.883

4.  Aminodiols via stereocontrolled oxidation of methyleneaziridines.

Authors:  Jared W Rigoli; Ilia A Guzei; Jennifer M Schomaker
Journal:  Org Lett       Date:  2014-03-11       Impact factor: 6.005

5.  Difunctionalization of alkenes with iodine and tert-butyl hydroperoxide (TBHP) at room temperature for the synthesis of 1-(tert-butylperoxy)-2-iodoethanes.

Authors:  Hao Wang; Cui Chen; Weibing Liu; Zhibo Zhu
Journal:  Beilstein J Org Chem       Date:  2017-09-28       Impact factor: 2.883

6.  Synthesis of polyhydroxylated decalins via two consecutive one-pot reactions: 1,4-addition/aldol reaction followed by RCM/syn-dihydroxylation.

Authors:  Michał Malik; Sławomir Jarosz
Journal:  Beilstein J Org Chem       Date:  2016-12-01       Impact factor: 2.883

7.  Enantioselective synthesis of anti-3-alkenyl-2-amido-3-hydroxy esters: application to the total synthesis of (+)-alexine.

Authors:  Lu Yu; Peter Somfai
Journal:  RSC Adv       Date:  2019-01-21       Impact factor: 4.036

8.  Enantioselective iodolactonization to prepare ε-lactone rings using hypervalent iodine.

Authors:  Jenna L Payne; Zihang Deng; Andrew L Flach; Jeffrey N Johnston
Journal:  Chem Sci       Date:  2022-06-08       Impact factor: 9.969

9.  Electrochemical oxidative oxysulfenylation and aminosulfenylation of alkenes with hydrogen evolution.

Authors:  Yong Yuan; Yixuan Chen; Shan Tang; Zhiliang Huang; Aiwen Lei
Journal:  Sci Adv       Date:  2018-08-03       Impact factor: 14.136

10.  Lipase Catalysed Kinetic Resolution of Racemic 1,2-Diols Containing a Chiral Quaternary Center.

Authors:  Gonzalo de Gonzalo
Journal:  Molecules       Date:  2018-06-29       Impact factor: 4.411

  10 in total

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