Multicomponent reactions: Synthesis of spirocyclic tetrahydropyran derivatives by prins cyclization

Arun K. Ghosh*, Dongwoo Shin, Gary Schiltz

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    15 Scopus citations

    Abstract

    Substituted spirocyclic tetrahydropyranyl mesylates and tosylates have been synthesized in good yields using a Prins-type cyclization of various cyclic ketones, a homoallylic alcohol and either methanesulfonic or p-toluenesulfonic acid under non-aqueous conditions. The mesylates thus produced could then be transformed into the corresponding Boc-protected amines using an efficient two step procedure.

    Original languageEnglish (US)
    Pages (from-to)659-666
    Number of pages8
    JournalHeterocycles
    Volume58
    DOIs
    StatePublished - Nov 22 2002

    ASJC Scopus subject areas

    • Analytical Chemistry
    • Pharmacology
    • Organic Chemistry

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