Literature DB >> 10825987

Lewis acid-mediated displacements of alkoxydioxolanes: synthesis of a 1,2-dioxolane natural product.

P H Dussault1, X Liu.   

Abstract

[formula: see text] Addition of electron-rich alkenes to the peroxycarbenium ions derived from Lewis acid-mediated ionization of 3-alkoxy-1,2-dioxolanes provides an efficient route for the synthesis of substituted 1,2-dioxolanes. The methodology is illustrated with a rapid synthesis of a 1,2-dioxolane natural product related to the plakinic acids.

Entities:  

Mesh:

Substances:

Year:  1999        PMID: 10825987     DOI: 10.1021/ol990954y

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


  6 in total

1.  Catalytic enantioselective peroxidation of alpha,beta-unsaturated ketones.

Authors:  Xiaojie Lu; Yan Liu; Bingfeng Sun; Brittany Cindric; Li Deng
Journal:  J Am Chem Soc       Date:  2008-06-05       Impact factor: 15.419

2.  3-Alkoxy-1,2-Dioxolanes: Synthesis and Evaluation as Potential Antimalarial Agents.

Authors:  Charles E Schiaffo; Matthias Rottman; Sergio Wittlin; Patrick H Dussault
Journal:  ACS Med Chem Lett       Date:  2011-04-14       Impact factor: 4.345

3.  Divergent Total Syntheses of Rhodomyrtosones A and B.

Authors:  Anais Gervais; Kiel E Lazarski; John A Porco
Journal:  J Org Chem       Date:  2015-10-02       Impact factor: 4.354

4.  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

Review 5.  Peroxides with Anthelmintic, Antiprotozoal, Fungicidal and Antiviral Bioactivity: Properties, Synthesis and Reactions.

Authors:  Vera A Vil'; Ivan A Yaremenko; Alexey I Ilovaisky; Alexander O Terent'ev
Journal:  Molecules       Date:  2017-11-02       Impact factor: 4.411

6.  Re2O7-catalyzed reaction of hemiacetals and aldehydes with O-, S-, and C-nucleophiles.

Authors:  Wantanee Sittiwong; Michael W Richardson; Charles E Schiaffo; Thomas J Fisher; Patrick H Dussault
Journal:  Beilstein J Org Chem       Date:  2013-07-30       Impact factor: 2.883

  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.