Lewis acid complexation of tertiary amines and related compounds: a strategy for alpha-deprotonation and stereocontrol
Article Abstract:
A Lewis acid can promote the alpha-deprotonation of a tertiary amine. The removal of an alpha-proton is inductively facilitated by the positive charge which develops on the nitrogen atom after a complex is formed. The force of charge neutralization should facilitate subsequent rearrangement as well as deprotonation. Amines activated by a Lewis acid can potentially create enantio- and diastereoselective transformations. The concept may ultimately be applied to ethers and other hetero-atom compounds. The concept and synthetic applications of Lewis acid activation of tertiary amines are discussed.
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1997
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A review of the selective catalytic reduction of aromatic nitro compounds into aromatic amines, isocyanates, carbamates, and ureas using CO
Article Abstract:
A survey of literature published between the 1970s and 1990s on the use of metal-catalyzed reductive carbonylation of aromatic nitrogen compounds in the synthesis of isocyanates, aromatic armines, carbamates and urea is presented. The review, which highlight the ease of accessibility, low cost and applicability of carbon monoxide as a reducing agent, showed that the catalyst has been optimized for the different reactions with respect to the metal complex, ligand, counterion and cocatalyst.
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1996
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Transition metal and enzyme catalyzed reactions involving reactions with ammonia and amines
Article Abstract:
The catalyzed reactions of amines and ammonia were discussed. The mechanisms for these reactions which utilized either transitional metals or enzymes as catalysts were elucidated. These reactions include condesation reaction with alcohols, addition reaction to alkenes, ammoxidation and carbonylation. The enzyme and transition metal-catalyzed reactions offers the possible primary reaction routes for both amines and ammonia.
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1992
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