Rearrangement, Amadori Heyns

As indicated previously, primary and secondary amines can also react with carbonyl compounds to form a mixture of compounds containing small molecules and polymers. The small molecule compounds obtained from an aldose and an amine have the common name Amadori products because the Amadori rearrangement is involved in their formation. The compounds generated from ketoses and amines are known as Heyns products (although the differentiation Amadori/Heyns is not always considered). The mechanism for the reaction of primary amines with a reducing sugar can be formulated as follows ... [Pg.363]

An enantioselective Amadori-Heynes rearrangement of racemic a-hydrojgt ketones with arylamines to a-amino ketones with up to 81% ee catalysed by p-isocupreidine was also reported. ... [Pg.58]

Amadori rearrangement product/Heyns rearrangement product... [Pg.134]

Amadori/Heyns rearrangement -amino group Deoxyosones-----------------------------... [Pg.134]

Keywords Amadori rearrangement, Heyns rearrangement, Amadori products, 2-Amino-2-deoxysugars, 1-Amino-1-deoxysugars, o-Glucosamine derivatives... [Pg.115]

Eder B, see Wrodnigg TM (2001) The Amadori and Heyns Rearrangements Landmarks in the History of Carbohydrate Chemistry or Unrecognized Synthetic Opportunities 215 115-175 Edwards DS, see Liu S (2002) 222 259-278... [Pg.233]

Possible Mechanisms of Amadori and Heyns Rearrangements in Alkali... [Pg.338]

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