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Molecules from Side Reactions II

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: 31 July 2024 | Viewed by 2737

Special Issue Editors


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Guest Editor
Department of Pharmacy, University of Naples Federico II, Via Domenico Montesano 49, 80131 Naples, Italy
Interests: solid-phase synthesis; chemistry of nucleosides, nucleotides, and oligonucleotides; L-sugars; platinum complexes; heterocycles; bioorganic chemistry
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Guest Editor
Department of Chemical Sciences, University of Naples Federico II, Via Cinthia 21, 80126 Napoli, Italy
Interests: synthesis of biologically relevant compounds for therapeutic applications in the field of infectious and rare diseases; synthesis of glycomimetics, i.e., natural, non-natural iminosugars and carbohydrates; synthesis of biomimetics, i.e., sugar modified nucleosides and nucleic acids analogues; synthesis of steroids and of new drug delivery systems
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

It is with great pleasure that the second edition of the Special Issue "Molecules from Side Reactions" is launched, following the success of the first edition. This Special Issue aims to make available to the scientific community information on the side reactions and side products that inevitably take place during total or multistep syntheses. The submission of research articles covering all of the fields of organic chemistry is welcome. Due to the special nature of this topic, the reaction yields are not a key element in assessing the quality of the submitted research.

You may choose our Joint Special Issue in Molbank.

Dr. Stefano D’Errico
Dr. Annalisa Guaragna
Guest Editors

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2700 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • Organic synthesis
  • Solid-phase synthesis
  • Heterocycles
  • Building blocks
  • Intermediates
  • Medicinal chemistry
  • Chemical diversity
  • Carbon–carbon bond formation
  • Metal-mediated reactions
  • Drug design

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Published Papers (1 paper)

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Research

11 pages, 3943 KiB  
Article
Influence of the Substituents on the Opening of Silylepoxy Alcohols: 5-exo-Cyclization towards Tetrahydrofurans vs. Unexpected Side Reaction Leading to Tetrahydropyrans
by Carlos Díez-Poza and Asunción Barbero
Molecules 2021, 26(23), 7386; https://doi.org/10.3390/molecules26237386 - 6 Dec 2021
Viewed by 1661
Abstract
The regioselective ring opening of epoxy alcohols is an effective method for the synthesis of different types of oxacycles. The 5-exo opening being preferred vs. the 6-endo mode, according to Baldwin rules, the use of silyl-substituted oxiranes has been reported as [...] Read more.
The regioselective ring opening of epoxy alcohols is an effective method for the synthesis of different types of oxacycles. The 5-exo opening being preferred vs. the 6-endo mode, according to Baldwin rules, the use of silyl-substituted oxiranes has been reported as a possible method to favor the 6-endo cyclization. However, there is a need for a detailed study on the different factors (structural factors, catalyst nature or conditions) that influence this process. In this paper, the acid-catalyzed cyclization of epoxysilyl alcohols was studied, focusing on the effect of substituents and reaction conditions on the outcome of the process. Two types of heterocycles (tetrahydrofurans or tetrahydropyrans) were selectively obtained depending on the structure of the initial epoxysilyl alcohol. Interestingly, cyclization of hindered epoxysilyl alcohols mainly proceeds through an unexpected side reaction, which implies a previous isomerization to an aldehyde. A mechanistic proposal for the formation of the different products is presented. Full article
(This article belongs to the Special Issue Molecules from Side Reactions II)
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