Literature DB >> 16805574

Mild manganese(III) acetate catalyzed allylic oxidation: application to simple and complex alkenes.

Tony K M Shing1, Ying-Yeung Yeung, Pak L Su.   

Abstract

Manganese(III) acetate catalyzed allylic oxidation of alkenes to the corresponding enones was investigated, showing excellent regioselectivity and chemoselectivity (functional group compatibility). Delta(5)-Steroids were transformed into bioactive Delta(5)-en-7-ones under a nitrogen atmosphere, whereas simple alkenes were converted into the corresponding enones under an oxygen atmosphere in good yields.

Entities:  

Year:  2006        PMID： 16805574     DOI： 10.1021/ol0612298

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


  13 in total

1.  Enantioselective synthesis of (-)-jiadifenin, a potent neurotrophic modulator.

Authors:  Lynnie Trzoss; Jing Xu; Michelle H Lacoske; William C Mobley; Emmanuel A Theodorakis
Journal:  Org Lett       Date:  2011-08-03       Impact factor: 6.005

2.  Total syntheses of dalesconol A and B.

Authors:  Scott A Snyder; Trevor C Sherwood; Audrey G Ross
Journal:  Angew Chem Int Ed Engl       Date:  2010-07-12       Impact factor: 15.336

3.  New synthesis and tritium labeling of a selective ligand for studying high-affinity γ-hydroxybutyrate (GHB) binding sites.

Authors:  Stine B Vogensen; Aleš Marek; Tina Bay; Petrine Wellendorph; Jan Kehler; Christoffer Bundgaard; Bente Frølund; Martin H F Pedersen; Rasmus P Clausen
Journal:  J Med Chem       Date:  2013-10-04       Impact factor: 7.446

4.  Allylic oxidations catalyzed by dirhodium caprolactamate via aqueous tert-butyl hydroperoxide: the role of the tert-butylperoxy radical.

Authors:  Emily C McLaughlin; Hojae Choi; Kan Wang; Grace Chiou; Michael P Doyle
Journal:  J Org Chem       Date:  2009-01-16       Impact factor: 4.354

5.  Total synthesis of Δ¹²-prostaglandin J₃, a highly potent and selective antileukemic agent.

Authors:  K C Nicolaou; Philipp Heretsch; Abdelatif ElMarrouni; Christopher R H Hale; Kiran K Pulukuri; Avinash K Kudva; Vivek Narayan; K Sandeep Prabhu
Journal:  Angew Chem Int Ed Engl       Date:  2014-08-05       Impact factor: 15.336

6.  Illicium sesquiterpenes: divergent synthetic strategy and neurotrophic activity studies.

Authors:  Lynnie Trzoss; Jing Xu; Michelle H Lacoske; William C Mobley; Emmanuel A Theodorakis
Journal:  Chemistry       Date:  2013-03-22       Impact factor: 5.236

Review 7.  Manganese(III)-promoted reactions for formation of carbon-heteroatom bonds.

Authors:  Xiang-Qiang Pan; Jian-Ping Zou; Wei Zhang
Journal:  Mol Divers       Date:  2009-04-07       Impact factor: 2.943

8.  Optimal TBHP allylic oxidation of Delta5-steroids catalyzed by dirhodium caprolactamate.

Authors:  Hojae Choi; Michael P Doyle
Journal:  Org Lett       Date:  2007-11-21       Impact factor: 6.005

9.  Isolation and Synthesis of Novel Meroterpenoids from Rhodomyrtus tomentosa: Investigation of a Reactive Enetrione Intermediate.

Authors:  Xu-Jie Qin; Tyler J Rauwolf; Pan-Pan Li; Hui Liu; James McNeely; Yan Hua; Hai-Yang Liu; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-20       Impact factor: 15.336

10.  Stereoselective total synthesis of hainanolidol and harringtonolide via oxidopyrylium-based [5 + 2] cycloaddition.

Authors:  Min Zhang; Na Liu; Weiping Tang
Journal:  J Am Chem Soc       Date:  2013-08-09       Impact factor: 15.419
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