Spiro Tröger's base derivatives: another structural phoenix?

Recently, naphthalenoide derivatives of Troger's base (TB) have become important as structural compartments of molecular tweezers and compounds with high specific rotation. The formation of TB derivatives and byproducts from naphthalen-2-amine, methyl 6-aminonaphthalene-2-carboxylate, and anthr...

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Bibliographic Details
Published in:Organic letters 2010-04, Vol.12 (8), p.1872-1875
Main Authors: Tatar, Ameneh, Cejka, Jan, Král, Vladimír, Dolenský, Bohumil
Format: Article
Language:English
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Summary:Recently, naphthalenoide derivatives of Troger's base (TB) have become important as structural compartments of molecular tweezers and compounds with high specific rotation. The formation of TB derivatives and byproducts from naphthalen-2-amine, methyl 6-aminonaphthalene-2-carboxylate, and anthracen-2-amine was studied. It was discovered that the formation of a naphthalenoide TB derivative is followed by the formation of a unique structural isomer of TB: spiroTB.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol1004774