Abstract
Intramolecular haloetherification and transannular hydroxycyclization of alkenes is a synthetic methodology to obtain polycyclic ethers and amines in a regio- and stereoselective manner. The stereoelectronic effects controlling this selectivity are discussed. Also, the methodology based on [4+3]-cycloaddition followed by intramolecular haloetherification or transannular hydroxycyclization is described as a very useful tool to prepare the dioxa- and oxazatricyclic cores of several bioactive natural products, whose molecular scaffold is quite difficult to reach by other synthetic approaches.
Keywords: Intramolecular haloetherification, transannular hydroxycyclization, alkenes, synthetic methodology, Polycyclic Ethers, natural products
Current Organic Chemistry
Title: Intramolecular Haloetherification and Transannular Hydroxycyclization of Alkenes. A Synthetic Methodology to Obtain Polycyclic Ethers and Amines
Volume: 13 Issue: 9
Author(s): Angel M. Montana, Consuelo Batalla and Juan A. Barcia
Affiliation:
Keywords: Intramolecular haloetherification, transannular hydroxycyclization, alkenes, synthetic methodology, Polycyclic Ethers, natural products
Abstract: Intramolecular haloetherification and transannular hydroxycyclization of alkenes is a synthetic methodology to obtain polycyclic ethers and amines in a regio- and stereoselective manner. The stereoelectronic effects controlling this selectivity are discussed. Also, the methodology based on [4+3]-cycloaddition followed by intramolecular haloetherification or transannular hydroxycyclization is described as a very useful tool to prepare the dioxa- and oxazatricyclic cores of several bioactive natural products, whose molecular scaffold is quite difficult to reach by other synthetic approaches.
Export Options
About this article
Cite this article as:
Montana M. Angel, Batalla Consuelo and Barcia A. Juan, Intramolecular Haloetherification and Transannular Hydroxycyclization of Alkenes. A Synthetic Methodology to Obtain Polycyclic Ethers and Amines, Current Organic Chemistry 2009; 13 (9) . https://dx.doi.org/10.2174/138527209788452135
DOI https://dx.doi.org/10.2174/138527209788452135 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
Call for Papers in Thematic Issues
Advances of Heterocyclic Chemistry with Pesticide Activity
Global food safety and security will continue to be a global concern for the next 50 years and beyond. Plant diseases have had a significant impact on food safety and security throughout the entire food chain, from primary production to consumption. While conventional chemical pesticides have been traditionally used for ...read more
Calculation design of covalent/metal organic framework based catalysts
This research area combines theoretical computation and screening with machine learning for the design of covalent/metal organic framework-based catalysts, bridging the disciplines of organic chemistry, physical chemistry, computational chemistry, materials science, and machine learning. It covers several critical aspects: designing and synthesizing organic catalysts for improved performance, applying computational methods ...read more
Carbohydrates conversion in biofuels and bioproducts
Biomass pretreatment, hydrolysis, and saccharification of carbohydrates, and sugars bioconversion in biofuels and bioproducts within a biorefinery framework. Carbohydrates derived from woody biomass, agricultural wastes, algae, sewage sludge, or any other lignocellulosic feedstock are included in this issue. Simulation, techno-economic analysis, and life cycle analysis of a biorefinery process are ...read more
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
Related Journals
- 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
-
Natural DNA Intercalators as Promising Therapeutics for Cancer and Infectious Diseases
Current Cancer Drug Targets Supersaturation as a Tool For Skin Penetration Enhancement
Current Pharmaceutical Design Inhibition of sPLA2-IIA, C-reactive Protein or Complement: New Therapy for Patients with Acute Myocardial Infarction?
Cardiovascular & Hematological Disorders-Drug Targets Editorial [Hot Topic: Pathophysiology and Current Therapeutics of Inflammatory Diseases (Guest Editor: Fadia R. Homaidan)]
Current Medicinal Chemistry - Anti-Inflammatory & Anti-Allergy Agents Nitric Oxide Synthases and Their Natural Inhibitors
Current Enzyme Inhibition Ionic Liquids: A New Strategy in Pharmaceutical Synthesis
Mini-Reviews in Organic Chemistry Serum Level of Soluble Human Leukocyte Antigen G in Patients with Systemic Lupus Erythematosus and Rheumatoid Arthritis
Current Rheumatology Reviews Talking to the Synapse: How Antidepressants Can Target Glial Cells to Reshape Brain Circuits
Current Drug Targets Doing the Puzzle of Steroid Hormone Action: Biological Functions, Physiological and Clinical Significance of Plasma Membrane-Residing Glucocorticoid Recognizing Proteins
Immunology, Endocrine & Metabolic Agents in Medicinal Chemistry (Discontinued) Positive Allosteric Modulators (PAMs) of Metabotropic Glutamate Receptor 5 (mGluR5) Attenuate Microglial Activation
CNS & Neurological Disorders - Drug Targets Redistribution of CD95 into the Lipid Rafts to Treat Cancer Cells?
Recent Patents on Anti-Cancer Drug Discovery Implications of Epigenetic Mechanisms and their Targets in Cerebral Ischemia Models
Current Neuropharmacology Oleanolic Acid and Related Triterpenoids from Olives on Vascular Function: Molecular Mechanisms and Therapeutic Perspectives
Current Medicinal Chemistry Regulation of Leptin Receptor Expression in Human Polarized Caco-2/15 Cells
Endocrine, Metabolic & Immune Disorders - Drug Targets Transgenic Mouse Models of Alzheimer Disease: Developing a Better Model as a Tool for Therapeutic Interventions
Current Pharmaceutical Design Vascular Endothelial Growth Factor Receptor 1, a Therapeutic Target in Cancer, Inflammation and Other Disorders
Current Medicinal Chemistry Abeta Immunotherapy and Other Means to Remove Amyloid
Current Drug Targets - CNS & Neurological Disorders Editorial [Hot Topic: Phospholipase Inhibition: Medicinal Chemistry and Therapeutic Potential of PLA2 Inhibitors (Guest Editor: Dr. K.S. Rangappa)]
Current Topics in Medicinal Chemistry Possibilities of Poly(D,L-lactide-co-glycolide) in the Formulation of Nanomedicines Against Cancer
Current Drug Targets Drug Coated Clay Nanoparticles for Delivery of Chemotherapeutics
Current Nanoscience