Facilitation of displacements at the 6-position of purines by the use of 1,4-diazabicyclo[2.2.2]octane as leaving group

Nicola K Lembicz, Sharon Grant, William Clegg, Roger J Griffin, Sarah L Heath, Bernard T Golding

    Research output: Contribution to journalArticlepeer-review

    Abstract

    Reactions of 6-chloropurines with 1,4-diazabicyclo[2.2.2]octane (DABCO) give the corresponding 'DABCO-purines' I (X = NH2, H, Cl, Y = H; X = NH2, Y = β-D-ribofuranosyl), which undergo facile displacement reactions with alkoxides in DMSO to afford 6-oxy-substituted purines II (R = Me, allyl, CH2Ph, cyclohexylmethyl, 2-thienylmethyl, etc.). [on SciFinder(R)]
    Original languageEnglish
    Pages (from-to)185-186
    Number of pages2
    JournalJ. Chem. Soc., Perkin Trans. 1
    Issue number3
    Publication statusPublished - 1997

    Keywords

    • purine diazabicyclooctane prepn substitution
    • alkoxypurine prepn

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