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Asymmetric Organocatalysis (Topics in Current Chemistry) by Benjamin List

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eBay item number:116338651080
Last updated on 23 May, 2025 04:39:43 AESTView all revisionsView all revisions

Item specifics

Condition
Brand new: A new, unread, unused book in perfect condition with no missing or damaged pages. See the ...
EAN
9783642028144
UPC
9783642028144
ISBN
9783642028144
MPN
N/A
Item Length
23.4 cm
Publication Year
2010
Type
Textbook
Format
Hardcover
Language
English
Publication Name
Asymmetric Organocatalysis
Item Height
235 mm
Author
Benjamin List
Publisher
Springer-Verlag Berlin and Heidelberg Gmbh & Co. Kg
Subject
Chemistry
Item Weight
956 g
Item Width
155 mm
Number of Pages
460 Pages

About this product

Product Information

As nucleophiles, simple alkenes are typically so unreactive that only highly active electrophiles, such as carbocations, peroxides, and halogens will react with them. For the generation of carbon-carbon bonds, milder methods will often be required. Fortunately, it is possible to increase the reactivity of alkene-type p-nucleophiles by introducing electron-donating substituents. Substitution of one H with an OH or OR gives an enol or a vinyl ether, which are already much better nucleophiles. Using nitrogen instead of oxygen, one obtains even better nucleophiles, enamines. Enamines are among the most reactive neutral carbon nucleophiles, exhibiting rates that are even comparable to some charged nucleophiles, such as enolates [1, 2]. Most enamines, unfortunately, are sensitive to hydrolysis. The parent enamine, N,N-dimethylvinylamine, has in fact been prepared [3], but appears to be uns- ble. Enamines of cyclic ketones and many aldehydes can readily be isolated, however [4-7]. The instability of enamines might at first appear to diminish the utility of enamines as nucleophiles, but actually this property can be viewed as an added benefit: enamines can be readily and rapidly generated catalytically by using a suitable amine and a carbonyl compound. The condensation of aldehydes or ketones with amines initially affords an imine or iminium ion, which then rapidly loses a proton to afford the corresponding enamine (Scheme 1).

Product Identifiers

Publisher
Springer-Verlag Berlin and Heidelberg Gmbh & Co. Kg
ISBN-13
9783642028144
eBay Product ID (ePID)
94755226

Product Key Features

Number of Pages
460 Pages
Publication Name
Asymmetric Organocatalysis
Language
English
Subject
Chemistry
Publication Year
2010
Type
Textbook
Author
Benjamin List
Format
Hardcover

Dimensions

Item Height
235 mm
Item Weight
956 g
Item Width
155 mm
Volume
291

Additional Product Features

Country/Region of Manufacture
Germany
Series Title
Topics in Current Chemistry
Editor
Benjamin List

Item description from the seller

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