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Twisted Amide Analogues of Tröger’s Base
Author(s) -
Artacho Josep,
Ascic Erhad,
Rantanen Toni,
Karlsson Josefine,
Wallentin CarlJohan,
Wang Ruiyao,
Wendt Ola F.,
Harmata Michael,
Snieckus Victor,
Wärnmark Kenneth
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201103228
Subject(s) - amide , protonation , hydrolysis , chemistry , base (topology) , twist , stereochemistry , ion , organic chemistry , mathematical analysis , geometry , mathematics
Let's do the twist : The first twisted bis‐amide (see figure) is obtained by the benzylic oxidation of Tröger's base (TB). Kinetic studies of its acidic hydrolysis reveal that the hydrolysis is to a large extent funneled through doubly protonated species.
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