Organomagnesium methods in organic synthesis
Author(s)
Bibliographic Information
Organomagnesium methods in organic synthesis
(Best synthetic methods)
Academic Press, c1995
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Note
Includes bibliography and index
Description and Table of Contents
Description
The book opens with a general overview of the constitution and reactivity of organomagnesium compounds, followed by information on handling them and on their detection and estimation. Throughout, practical aspects aswell as principles are emphasized.
The chapters on the synthesis of organomagnesium compounds cover the preparation of special forms of metallic magnesium and the reaction of magnesium with substrates such as dienes, as well as the traditional preparation of Grignard reagents. Preparations by metallation and metal-halogen exchanges are also included, as are newer methods such as hydromagnesiation of alkenes and alkynes.
Systematic coverage is provided on synthetically useful reactions of organomagnesium compounds. Of fundamental importance in organic synthesis are carbon-carbon bond forming reactions; additions to carbon-carbon, carbon-nitrogen, carbon-oxygen, and carbon-sulfur multiple bonds; and nucleophilic substitution at carbon. The formation of carbon-heteroatom bonds in organic compounds is described, where the heteroatom is hydrogen, nitrogen, oxygen, sulfur, or halogen. Finally, the use of organomagnesium compounds in preparing other organometalloid and organometallic compounds is outlined.
Representative experimental procedures are included throughout the book, and tables with references to well-described examples are provided.
Table of Contents
Introduction and General References. General Considerations in the Application of Organomagnesium Compounds in Organic and Organometallic Synthesis. Preparation of Organomagnesium Compounds. Addition of Organomagnesium Compounds to Carbon-Carbon Multiple Bonds. Addition of Organomagnesium Compounds to Carbon-Nitrogen Multiple Bonds. Addition of Organomagnesium Compounds to Carbonyl Groups. Carbophilic Addition of Organomagnesium Compounds to Thiocarbonyl Groups. Substitution atCarbon by Organomagnesium Compounds. Carbenoid and Arynoid Reactions of Organomagnesium Compounds. Reactions of Organomagnesium Compounds with Proton Donors. Formation of Carbon-Nitrogen Bonds via Organomagnesium Compounds. Formation of Carbon-Oxygen Bonds via Organomagnesium Compounds. Formation of Carbon-Sulfur, Carbon-Selenium, and Carbon-Tellurium Bonds via Organomagnesium Compounds. Formation of Carbon-Halogen Bonds via Organomagnesium Compounds. Synthesis of Organoboron, Organosilicon, and Organophosphorous Compounds from Organomagnesium Compounds. Organomagnesium Compounds in the Synthesis of Other Organometallic Compounds. Index of Compounds and Methods.
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