Dipolar cycloaddition reactions have found many useful applications in chemistry, particularly with respect to the synthesis of compounds with new chiral centers. Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products updates the popular 1984 edition, featuring the advances made over the past twenty years and focusing on synthetic applications.
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Editorial Reviews
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"...very well written, informative, and...not simply a compilation of reactions...certain to be of value to all practitioners?as well as to members of the pharmaceutical community...a 'must' purchase for all institutions involved in the chemical sciences." (Journal of the American Chemical Society, 2002)
"...this is an excellent reference." (The Chemist, Summer 2003)
From the Back Cover
A comprehensive reference on the synthetic chemistry of cycloaddition reactions
Dipolar cycloaddition reactions have found many useful applications in chemistry, particularly with respect to the synthesis of compounds with new chiral centers. Such asymmetric syntheses have a growing importance in the pharmaceutical and agricultural industries with respect to the preparation of chiral drugs and natural products. This much-needed volume updates the popular 1984 edition with advances made over the last twenty years in cycloaddition reactions. While the 1984 volume focused on theory, structure, reactivities, and selectivities, the new volume is geared toward synthetic applications. Both carbonyl ylides and nitronates, important members of the 1,3-dipole family that were not reviewed previously, are now included. Also, beyond the capability of the 1,3-dipolar cycloadditon reaction to produce heterocycles, the ability of heteroatom-containing cycloadducts to transform into a variety of other functionalized organic molecules, cylclic or acyclic, and the ability of many 1,3-dipolar cycloadditions to generate rings containing several contiguous stereocenters in one synthetic operation is discussed. Volume 59 provides the only comprehensive reference on the market detailing the synthetic chemistry of cycloaddition reactions.
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1,3-dipolar cycloaddition reactions and unplanned click chemistry implications,
By
This review is from: Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products (Chemistry of Heterocyclic Compounds: a Series of Monographs) (Paperback)
Click chemistry is soaring and the most prominent ones are cycloaditions such as Diels-Alder and alkyne-azide reactions which often meet the stringent requirements for click reactions. In this background it is interesting to read this 1,3-dipolar cycloaddition book which was finished right before the birth of click chemistry concept.
In 940 pages, the many types of 1,3-dipolar cycloaddition reactions (1984-2000) were covered, with emphasis on the applications in real organic synthesis, either natural products or otherwise. Two other features are well covered as well: the transformation of cycloaddition products into other forms of products and stereochemistry of these cycloaddition reactions. There might be an unplanned rewarding outcome - we are almost certain that some of reactions described here will be brought in for click chemistry candidates.
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Inside This Book
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First Sentence:
The synthetic utility of the 1,3-dipolar cycloaddition reaction is evident from the number and scope of targets that can be prepared by this chemistry. Read the first page Key Phrases - Statistically Improbable Phrases (SIPs): (learn more)
mesoionic ring systems, alkyl nitronates, chiral nitrile oxides, nitrone cycloaddition strategy, azomethine ylide chemistry, isoxazolidine adducts, cyclic nitronates, thiocarbonyl ylides, mesoionic heterocycles, azomethine ylide generation, silyl nitronates, chiral dipolarophiles, catalyzed enantioselective reactions, isoxazolidine cycloadducts, isoxazoline product, nitrile ylides, chiral azomethine ylides, triazoline intermediate, alkenyl nitrone, nitroso acetals, nitrite imines, nitrite ylides, oxide cycloadditions, carbonyl ylide cycloaddition, olefinic dipolarophiles Key Phrases - Capitalized Phrases (CAPs): (learn more)
Tetrahedron Lett, Perkin Trans, New York, Effect of External Reagents, Tetrahedron Len, Structural Studies, Entry Dipole, John Wiley, Academic Press, Liehigs Ann, Dalla Croce, Pergamon Press, Other Amines, General Reactivity, Triple-Bond Systems, Concluding Remarks, Liebigs Ann, Perkin Trun, Tetrahedron Lea, Bond Angle Length, Metal-Mediated Reactions, Phosphorus-Containing Compounds, Alternative Generation Procedures, Del Buttero, Heterocyclic Synthesis New!
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Front Cover | Table of Contents | First Pages | Index | Back Cover | Surprise Me!
The synthetic utility of the 1,3-dipolar cycloaddition reaction is evident from the number and scope of targets that can be prepared by this chemistry. Read the first page Key Phrases - Statistically Improbable Phrases (SIPs): (learn more)
mesoionic ring systems, alkyl nitronates, chiral nitrile oxides, nitrone cycloaddition strategy, azomethine ylide chemistry, isoxazolidine adducts, cyclic nitronates, thiocarbonyl ylides, mesoionic heterocycles, azomethine ylide generation, silyl nitronates, chiral dipolarophiles, catalyzed enantioselective reactions, isoxazolidine cycloadducts, isoxazoline product, nitrile ylides, chiral azomethine ylides, triazoline intermediate, alkenyl nitrone, nitroso acetals, nitrite imines, nitrite ylides, oxide cycloadditions, carbonyl ylide cycloaddition, olefinic dipolarophiles Key Phrases - Capitalized Phrases (CAPs): (learn more)
Tetrahedron Lett, Perkin Trans, New York, Effect of External Reagents, Tetrahedron Len, Structural Studies, Entry Dipole, John Wiley, Academic Press, Liehigs Ann, Dalla Croce, Pergamon Press, Other Amines, General Reactivity, Triple-Bond Systems, Concluding Remarks, Liebigs Ann, Perkin Trun, Tetrahedron Lea, Bond Angle Length, Metal-Mediated Reactions, Phosphorus-Containing Compounds, Alternative Generation Procedures, Del Buttero, Heterocyclic Synthesis New!
Books on Related Topics | Concordance | Text Stats Browse Sample Pages:
Front Cover | Table of Contents | First Pages | Index | Back Cover | Surprise Me!
Citations (learn more)
This book cites 4
books:
- Hypervalent Iodine in Organic Synthesis (Best Synthetic Methods) by A. Varvoglis on page 357
- ADVANCES IN HETEROCYCLIC CHEMISTRY V 8, Volume 8 by Author Unknown on page 76
- Chemistry of Heterocyclic Compounds: 9th: Symposium Proceedings (Studies in Organic Chemistry) by Jeffrey Kovac on page 463
- Classics in Total Synthesis: Targets, Strategies, Methods by K. C. Nicolaou on page 471
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