Special Issue "Pericyclic Reactions in Organic Synthesis"

A special issue of Organics (ISSN 2673-401X).

Deadline for manuscript submissions: closed (31 July 2021).

Special Issue Editor

Prof. Dr. Stéphane P. Roche
E-Mail Website
Guest Editor
Department of Chemistry and Biochemistry, Florida Atlantic University (FAU), 777 Glades Road, Boca Raton, FL 33431, USA
Interests: synthetic organic chemistry; reaction design; natural product synthesis; biomimetic synthesis; chemical biology; drug discovery

Special Issue Information

Dear Colleagues,

Within the realm of natural product synthesis, pericyclic reactions have played a pivotal role in discovering a new path to constructing and rearranging medium-sized carbocyclic scaffolds. Over time, a variety of pericyclic reactions (e.g. cycloadditions, sigmatropic reactions, electrocyclic and ene reactions) have been evaluated, to optimize the efficiency of synthetic routes in assembling complex small molecules and natural products. The significant chemo-, regio-, and stereo-control achievable by these reactions, as well as their efficiency in forming a number of hindered C-C bonds in a single step, the atom economy, and the minimal waste produced are of paramount importance for the synthetic chemists of the 21st century, in terms of synthesizing novel molecules and ever larger chemical libraries for drug-led screening.

This issue intends to highlight some of the most important discoveries and recent mechanistic considerations in pericyclic reactions that have fuelled, and will continue to fuel, our understanding, and translate into chemical efficiency.

Prof. Dr. Stéphane P. Roche
Guest Editor

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 papers will be 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. Organics is an international peer-reviewed open access quarterly 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 1000 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

  • Sigmatropic reactions
  • Cycloadditions
  • Electrocyclic reactions
  • Ene reactions
  • Mechamnistic considerations in pericyclic reactions

Published Papers (1 paper)

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Research

Communication
Synthesis of Illisimonin a Skeleton by Intramolecular Diels–Alder Reaction of Ortho-Benzoquinones and Biomimetic Skeletal Rearrangement of Allo-Cedranes
Organics 2021, 2(3), 306-312; https://doi.org/10.3390/org2030016 - 02 Sep 2021
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Abstract
Illisimonin A is a new sesquiterpene isolated from Illicium simonsii, and it possesses a novel 5/5/5/5/5 pentacyclic skeleton. The tricyclic skeleton of illisimonin A, tricyclo[5.2.1.01,5]decane, is presumed to be biosynthesized from allo-cedranes via a skeletal rearrangement. Herein, we report [...] Read more.
Illisimonin A is a new sesquiterpene isolated from Illicium simonsii, and it possesses a novel 5/5/5/5/5 pentacyclic skeleton. The tricyclic skeleton of illisimonin A, tricyclo[5.2.1.01,5]decane, is presumed to be biosynthesized from allo-cedranes via a skeletal rearrangement. Herein, we report the concise synthesis of highly oxidized allo-cedranes by an intramolecular Diels–Alder reaction using ortho-benzoquinones and demonstrate the biomimetic transformation of allo-cedranes by a retro-Claisen/aldol pathway. Full article
(This article belongs to the Special Issue Pericyclic Reactions in Organic Synthesis)
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