Abstract
The acid-catalyzed alkene-aldehyde condensation, known as the Prins reaction, is reviewed. Lewis acids, organic acids and supported catalysts have been reported to assist both the Prins acyclic reaction and the Prins cyclization. Acetals and oxocarbenium ions (generated from aldehydes and alcohols) have been described as reacting systems in the Prins reaction. Prins cyclizations have been used to form mainly five- and six-membered rings, albeit formation of seven to nine rings have been described. The Prins reaction (and cyclization) has been developed as a key strategic element in the total synthesis of different natural products.
Keywords: Organic Acid, styrenes, hetero Diels-Alder reaction, Lewis acid catalysts, stereoselective Prins reaction
Current Organic Chemistry
Title: The Prins Reaction: Advances and Applications
Volume: 11 Issue: 10
Author(s): Isidro M. Pastor and Miguel Yus
Affiliation:
Keywords: Organic Acid, styrenes, hetero Diels-Alder reaction, Lewis acid catalysts, stereoselective Prins reaction
Abstract: The acid-catalyzed alkene-aldehyde condensation, known as the Prins reaction, is reviewed. Lewis acids, organic acids and supported catalysts have been reported to assist both the Prins acyclic reaction and the Prins cyclization. Acetals and oxocarbenium ions (generated from aldehydes and alcohols) have been described as reacting systems in the Prins reaction. Prins cyclizations have been used to form mainly five- and six-membered rings, albeit formation of seven to nine rings have been described. The Prins reaction (and cyclization) has been developed as a key strategic element in the total synthesis of different natural products.
Export Options
About this article
Cite this article as:
Isidro M. Pastor and Miguel Yus , The Prins Reaction: Advances and Applications, Current Organic Chemistry 2007; 11 (10) . https://dx.doi.org/10.2174/138527207781024067
DOI https://dx.doi.org/10.2174/138527207781024067 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
- Announcements
Related Articles
-
Fungal Gene-Encoded Peptidase Inhibitors
Current Medicinal Chemistry Brain Inflammation Following Intracerebral Hemorrhage
Current Neuropharmacology Targeting Receptor Tyrosine Kinases Using Monoclonal Antibodies: The Most Specific Tools for Targeted-Based Cancer Therapy
Current Drug Targets Cerebral Aneurysm as an Exacerbating Factor in Stroke Pathology and a Therapeutic Target for Neuroprotection
Current Pharmaceutical Design Clinical Pharmacogenetics and Potential Application in Personalized Medicine
Current Drug Metabolism Molecular Targeted Therapy in Enteropancreatic Neuroendocrine Tumors: From Biology to Clinical Practice
Current Medicinal Chemistry Scutellarin Attenuates Microglia-Mediated Neuroinflammation and Promotes Astrogliosis in Cerebral Ischemia - A Therapeutic Consideration
Current Medicinal Chemistry An Updated Portrait of Pathogenesis, Molecular Markers and Signaling Pathways of Hepatocellular Carcinoma
Current Pharmaceutical Design Mechanism of CNS Drugs and their Combinations for Alzheimers Disease
Central Nervous System Agents in Medicinal Chemistry Flavonoids and Related Compounds in Non-Alcoholic Fatty Liver Disease Therapy
Current Medicinal Chemistry Small and Hungry: MicroRNAs in Micronutrient Homeostasis of Plants
MicroRNA Cinnamon Polyphenol Extract Exerts Neuroprotective Activity in Traumatic Brain Injury in Male Mice
CNS & Neurological Disorders - Drug Targets Anti-inflammatory Lipid Mediators Derived from ω-6 and ω-3 Polyunsaturated Fatty Acids as a Treatment Option for IBD
Anti-Inflammatory & Anti-Allergy Agents in Medicinal Chemistry Role of Indoleamine 2,3-Dioxygenase in Antimicrobial Defence and Immuno-Regulation: Tryptophan Depletion Versus Production of Toxic Kynurenines
Current Drug Metabolism Preparation, Physicochemical Evaluation and Antimicrobial Potential of Topical Dosage Forms Containing Natural Anti-inflammatory Agent, Curcuma longa
Anti-Inflammatory & Anti-Allergy Agents in Medicinal Chemistry Meet Our Editorial Board Member
Anti-Cancer Agents in Medicinal Chemistry Potential Application of Biliverdin Reductase and its Fragments to Modulate insulin/IGF-1/MAPK/PI3-K Signaling Pathways in Therapeutic Settings
Current Drug Targets The Role of Dietary Polyphenols in the Management of Inflammatory Bowel Disease
Current Pharmaceutical Biotechnology Preface [Hot Topic: Novel Therapeutics for the Treatment of Pain (Guest Editor: Kathleen R. Gogas)]
Current Drug Targets - CNS & Neurological Disorders Evaluation of a Pharmacogenetic Test in Thailand for Abacavir Hypersensitivity Screening in Human Immunodeficiency Virus Infection
Current Pharmacogenomics and Personalized Medicine