Taylor, Edward C.; Dowling, James E.; Schrader, Thomas; Bhatia, Beena:

Unexpected and facile bridgehead substitution in 5,6,7,8,9,10-hexahydro-5,9-methanopyrimido[4,5-b]azocin-4(3H)-ones.

In: Tetrahedron (Tetrahedron), Jg. 54 (1998) ; Nr. 33, S. 9507-9518
ISSN: 0040-4020
Zeitschriftenaufsatz / Fach: Chemie
Condensation of 2,6-diamino-4(3H)-pyrimidinone with 2-cyclohexen-1-one gives a tricyclic product resulting from Michael addn. followed by intramol. hemiaminal formation. A methodol. was developed for reductive removal of the bridgehead hydroxyl group.