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Quaternary Stereocenters: Challenges and Solutions for Organic Synthesis
eBook Publisher: John Wiley & Sons
Imprint: Wiley-VCH
Format: Adobe Encrypted (DRM)
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Filling the gap in the literature, this book presents everything there is to know about this topic. By comprehensively covering the quaternary stereocenters found in a range of important and useful molecules in pharmaceutical and medicinal applications, as well as in thousands of natural products, the book provides the know-how chemists need to synthesize challenging molecules with numerous applications.
A must for organic chemists in academia, the pharmaceutical industry and medicine.
From the Contents:
Important Natural Products
Important Pharmaceuticals and Intermediates
Aldol Reactions
Michael Reactions and Conjugate Additions
Cycloaddition Reactions
Rearrangement Reactions
Alkylation of Ketones and Imines
Asymmetric Allylic Alkylation
Asymmetric Cross Coupling and Heck Reactions
Phase Transfer Catalysis
Enzymatic Methods
Radical Reactions
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| Title of eBook: Quaternary Stereocenters: Challenges and Solutions for Organic Synthesis | |
| Release Date: 06-27-2006 | |
| Publisher: Wiley-VCH |
This eBook download is available in the following formats:
| Parent title | Quaternary Stereocenters: Challenges... |
|---|---|
| Encrypted (DRM) | Yes |
| SKU | 9783527606979 |
| File size | 4185 |
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| Devices | Samsung Tablet, Apple Ipad & Iphone, Barnes & Noble Nook, Kobo eReader, Aluratek Libre, Iliad, Nokia, Blackberry, Hanlin |
| Note | Excellent navigation features are available via Adobe such as bookmarks and a quick access table of contents. Text search is easily accessible. An Adobe DRM-protected file is different than a pdf file in that it uses Adobe DRM (Digital Rights Management) technology, which authors and publishers use to protect their content from illegal online distribution and to set certain privileges such as restrictions on copying and printing. |
Quaternary Stereocenters: Challenges and Solutions for Organic Synthesis
Chapter One
Important Natural ProductsHirokazu Arimoto and Daisuke Uemura
1.1 Introduction
The development of synthetic methodologies in the last quarter of the twentieth century has been truly impressive, but the stereoselective construction of quaternary centers remains a significant challenge in the total synthesis of natural products. It is quite difficult to invert undesired configurations of quaternary centers to the desired ones, so the stereoselectivities of reactions on quaternary carbons often govern the total efficiency of the syntheses. In this chapter, we highlight recent natural product syntheses, with emphasis on the stereoselective preparation of the quaternary carbons.
Unfortunately, the term "quaternary center" is a cause of confusion in terminology, because it is also used to mean "quaternary-substituted carbon", which includes tri-carbon-substituted carbon such as occurs in tertiary alcohols. The term "all-carbon quaternary centers" is also found in the literature. Quaternary-substituted carbons and quaternary carbons in the full sense must be distinguished carefully. Thus, in this chapter we use the term "quaternary carbon" to designate those carbon centers that are substituted with four carbon substituents.
Quaternary-substituted carbons can be prepared routinely by the face selective addition of carbon nucleophiles to carbon-heteroatom double bonds such as asymmetrical ketones or imines. Stereochemical induction may be achieved based either on neighboring functional groups in the substrate or on chiral catalysts.
On the contrary, the stereoselective synthesis of quaternary carb
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