Aldol reaction - Aldol reaction The aldol reaction is a...

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Aldol reaction The aldol reaction is a powerful means of forming carbon-carbon bonds in organic chemistry . [1] [2] [3] Discovered independently by Charles-Adolphe Wurtz [4] [5] [6] and Alexander Porfyrevich Borodin in 1872, the reaction combines two carbonyl compounds to form a new β-hydroxy carbonyl compound ; Borodin observed the dimerization of acetaldehyde to 3-hydroxybutanal under acidic conditions. These β-hydroxy carbonyl products are known as " aldols " ( ald ehyde + alcoh ol ). Aldol structural units are found in many important molecules, whether naturally occurring or synthetic. [7] [8] [9] For example, the aldol reaction has been used in the large-scale production of the commodity chemical pentaerythritol [10] and the synthesis of the heart disease drug Lipitor (INN: atorvastatin ). [11] [12] The aldol reaction is powerful because it unites two relatively simple molecules into a more complex one. Increased complexity arises because up to two new stereogenic centers (on the
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This note was uploaded on 04/26/2010 for the course CHEM 232 taught by Professor Jones during the Spring '10 term at American Baptist.

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Aldol reaction - Aldol reaction The aldol reaction is a...

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