exo-2,3-Epoxybicyclo[2.2.1]heptan-endo-5,6-dicarboximides: versatile starting materials for the preparation of oxazaheterocyclic cage compounds

exo-2,3-Epoxybicyclo[2.2.1]heptan-endo-5,6-dicarboximides: versatile starting materials for the preparation of oxazaheterocyclic cage compounds

A convenient method is reported for the synthesis of N-substituted exo -2-hydroxy-6-aza-4-oxatetracyclo[5.2.1.1 3,5 0 8,9 ]undecan-7-ones, exo -2-hydroxy-6-aza-4-oxatetracyclo[5.2.1.1 3,5 0 8,9 ]undecanes, and endo -8, exo -9-dihydroxy-4-azatricyclo[5.2.1.0 2,6 ]decanes in high to moderate yields. T...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Monatshefte für Chemie 2014-07, Vol.145 (7), p.1155-1163
Hauptverfasser: Palchikov, Vitaliy A., Tarabara, Igor N., Krishchik, Oxana V., Omelchenko, Irina V., Shishkina, Svetlana V., Shishkin, Oleg V., Kasyan, Liliya I.
Format: Artikel
Sprache:eng
Schlagworte:
Analytical Chemistry
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Inorganic Chemistry
Organic Chemistry
Original Paper
Physical Chemistry
Theoretical and Computational Chemistry
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A convenient method is reported for the synthesis of N-substituted exo -2-hydroxy-6-aza-4-oxatetracyclo[5.2.1.1 3,5 0 8,9 ]undecan-7-ones, exo -2-hydroxy-6-aza-4-oxatetracyclo[5.2.1.1 3,5 0 8,9 ]undecanes, and endo -8, exo -9-dihydroxy-4-azatricyclo[5.2.1.0 2,6 ]decanes in high to moderate yields. The method involves treatment of easily available exo -2,3-epoxybicyclo[2.2.1]heptan- endo -5,6-dicarboximides with LiAlH 4 . Graphical abstract
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-014-1192-y