Highly efficient synthesis of medium-sized lactams via intramolecular Staudinger-aza-Wittig reaction of ω-azido pentafluorophenyl ester: Synthesis and biological evaluation of LY411575 analogues

Haruhiko Fuwa, Yumiko Okamura, Yuichi Morohashi, Taisuke Tomita, Takeshi Iwatsubo, Toshiyuki Kan, Tohru Fukuyama, Hideaki Natsugari

    Research output: Contribution to journalArticlepeer-review

    46 Citations (Scopus)

    Abstract

    A highly efficient method for the synthesis of medium-sized lactams based on intramolecular Staudinger-aza-Wittig reaction of ω-azido pentafluorophenyl ester has been developed. A variety of 7-10 membered lactams were synthesized in excellent yields. Application of the method to the synthesis of analogues of a potent γ-secretase inhibitor LY411575 and their biological evaluation are also described.

    Original languageEnglish
    Pages (from-to)2323-2326
    Number of pages4
    JournalTetrahedron Letters
    Volume45
    Issue number11
    DOIs
    Publication statusPublished - 2004 Feb 8

    Keywords

    • Aza-Wittig reaction
    • Medium-sized lactams
    • Staudinger reaction
    • Structure-activity relationship
    • γ-Secretase inhibitor

    ASJC Scopus subject areas

    • Biochemistry
    • Drug Discovery
    • Organic Chemistry

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