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ChemInform Abstract: Unexpected and Facile Bridgehead Substitution in 5,6,7,8,9,10-Hexahydro-5,9-methanopyrimido[4,5-b]azocin-4(3H)-ones.

✍ Scribed by E. C. TAYLOR; J. E. DOWLING; T. SCHRADER; B. BHATIA

Publisher: John Wiley and Sons
Year: 2010
Weight: 32 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199846184

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✦ Synopsis

Unexpected and Facile Bridgehead Substitution in 5,6,7,8,9,

azocin-4(3H)-ones.

-A method for the reductive removal of the bridgehead hydroxyl group in title compound (III) is developed. A bridgehead imine intermediate is proposed to be involved in the formation of thioether (VII). The protected tricyclic compound (VIII) is needed for the preparation of inhibitors of glycinamide ribonucleotide formyltransferase as potential cancer chemotherapeutic agents. -(TAYLOR,

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