Organic Synthesis using Samarium Diiodide

Organic Synthesis using Samarium Diiodide
Author: David J Procter
Publisher: Royal Society of Chemistry
Total Pages: 221
Release: 2009-11-10
Genre: Science
ISBN: 184973075X

Samarium diiodide is one of the most important reducing agents available to synthetic organic chemists. The lanthanide(II) reagent acts by single-electron transfer to organic substrates leading to the formation of both radical and/or anionic intermediates. The power of the reagent arises from its versatility - samarium diiodide can be used in processes ranging from functional group conversions to elaborate carbon-carbon bond-forming cyclization sequences that result in a dramatic increase in molecular complexity. In addition, reactions involving samarium diiodide often show high stereoselectivity as samarium ions can coordinate to Lewis basic sites on substrates and can direct the stereochemical course of reactions. The ability to fine-tune the reactivity of the reagent by the use of additives and co-solvents is an additional, attractive feature. Although samarium diiodide is used extensively by organic chemists, there is still a widely held view that the reagent can be difficult to prepare and use. In addition, samarium diiodide can mediate such a wide variety of organic chemistry that potential new users are often overawed by the extensive primary literature on the reagent. The objective of this book is to provide a concise, practical guide to the reagent. Rather than being a comprehensive review of the chemistry of samarium diiodide, this user-friendly book adopts an "an all you need to know" approach to the topic. The international authors are well-known for their work with the reagent and their expertise covers current developments in new reactivity and selectivity, applications in target synthesis, co-solvent and additive effects, coordination chemistry and mechanism. The book includes the best methods for preparing and handling the reagent, how solvents, co-solvents and additives alter reactivity, the basic mechanisms of reactions, common transformations using the reagent, and emerging areas in samarium diiodide chemistry. The authors have distilled the extensive primary literature to allow the reader to quickly grasp an understanding of the reagent and its utility. The illustrative practical procedures help the reader to prepare and use the reagent in the laboratory while references from the recent literature allow readers to pursue their interest in the popular reagent. The book also contains many illustrations and chemical schemes.

Radical Reactions in Organic Synthesis

Radical Reactions in Organic Synthesis
Author: Samir Z. Zard
Publisher: Oxford University Press, USA
Total Pages: 276
Release: 2003
Genre: Science
ISBN: 9780198502401

Introduction and some general concepts. -- General principles: chain reactions based on stannane chemistry. -- Further chain reactions of stannanes. -- Organo-silicon, -germanium, and -mercury hydrides. -- The Barton decarboxylation and related reactions. -- Atom and group transfer reactions. -- The persistent radical effect: non-chain processes. -- Redox processes. -- Some concluding remarks.

Domino Reactions in Organic Synthesis

Domino Reactions in Organic Synthesis
Author: Lutz F. Tietze
Publisher: John Wiley & Sons
Total Pages: 631
Release: 2006-12-13
Genre: Science
ISBN: 3527608680

Domino reactions enable you to build complex structures in one-pot reactions without the need to isolate intermediates- a dream comes true. In this book, the well-respected expert, Professor Lutz Tietze, summarizes the possibilities of this reaction type - an approach for an efficiant, economically benificial and ecological benign synthesis. A definite must for every organic chemist.

Strategies and Tactics in Organic Synthesis

Strategies and Tactics in Organic Synthesis
Author: William J. Chain
Publisher: Elsevier Inc. Chapters
Total Pages: 35
Release: 2013-07-29
Genre: Science
ISBN: 0128056061

Englerin A is a guaiane sesquiterpene with potent and selective growth inhibition activity against six human renal cancer cell lines. Englerin A has captured the attention of the synthetic organic chemistry community owing to its exciting activity and its attractive polycyclic and functionalized structure. This document describes the process by which we developed a carbonyl-based synthesis of the natural product that relies upon simple, inexpensive starting materials. Utilizing a diastereoselective Michael addition reaction, followed by a remarkably selective samarium-mediated carbonyl-alkene cyclization, we completed an eight-step synthesis of englerin A.

Applications of Domino Transformations in Organic Synthesis, Volume 1

Applications of Domino Transformations in Organic Synthesis, Volume 1
Author: Prof. Scott A. Snyder
Publisher: Thieme
Total Pages: 1121
Release: 2015-11-18
Genre: Science
ISBN: 3132028517

The rapid pace of evolution in domino, or cascade-based transformations has revolutionized the practice of chemical synthesis for the creation of natural products, designed molecules, and pharmaceuticals. "Science of Synthesis: Applications of Domino Transformations in Organic Synthesis" explores the topic thoroughly and systematically, serving as the basis for practical applications and future research. The 2-volume set presents the cutting-edge in terms of design, strategy, and experimental procedures, leading to multiple events being accomplished within a single reaction vessel. The content is organized by the core type of reaction used to initiate the event, be it a pericyclic reaction, a metal-mediated transformation, radical chemistry, or an acid-induced cascade among many others. Volume 1 covers polyene/cation-pi cyclizations, metathesis, radical, and metal-mediated reactions, and non-radical skeletal rearrangements.

Strategic Applications of Named Reactions in Organic Synthesis

Strategic Applications of Named Reactions in Organic Synthesis
Author: Laszlo Kurti
Publisher: Elsevier
Total Pages: 808
Release: 2005-04-29
Genre: Science
ISBN: 0080575412

Kurti and Czako have produced an indispensable tool for specialists and non-specialists in organic chemistry. This innovative reference work includes 250 organic reactions and their strategic use in the synthesis of complex natural and unnatural products. Reactions are thoroughly discussed in a convenient, two-page layout--using full color. Its comprehensive coverage, superb organization, quality of presentation, and wealth of references, make this a necessity for every organic chemist. * The first reference work on named reactions to present colored schemes for easier understanding* 250 frequently used named reactions are presented in a convenient two-page layout with numerous examples* An opening list of abbreviations includes both structures and chemical names * Contains more than 10,000 references grouped by seminal papers, reviews, modifications, and theoretical works * Appendices list reactions in order of discovery, group by contemporary usage, and provide additional study tools* Extensive index quickly locates information using words found in text and drawings

Active Metals

Active Metals
Author: Alois Fürstner
Publisher: John Wiley & Sons
Total Pages: 482
Release: 2008-07-11
Genre: Science
ISBN: 3527615164

Reactions with metals are ubiquitous in organic synthesis and, particularly in the last few years, a large repertoire of methods for the activation of metals and for their use in organic synthesis has been developed. In Active Metals, topics ranging from morphology of metal clusters and nanometallurgy to organometallic chemistry, catalysis and the use of activated metals in natural product synthesis are authoritatively discussed by leading experts in the field. Active Metals will allow you to fully benefit from the recent advances in the field by giving: * Detailed experimental procedures * Guidance on manipulation of active metals under inert atmosphere * Valuable information for planning syntheses * Extensive tables of typical conversions with yields * Critically selected, up-to-date references This handbook is a unique source of 'hands-on' information which will allow you to expand the scope of your research.