Stereoselective total synthesis of zaragozic acid A based on an acetal [1,2] Wittig rearrangement

Katsuhiko Tomooka, Makoto Kikuchi, Kazunobu Igawa, Masaki Suzuki, Ping Huai Keong, Takeshi Nakai

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Abstract

A simultaneous creation of the C4 and C5 quaternary carbon centers by an acetal [1,2] Wittig rearrangement of O-glycoside 1 derived from L-arabino-γ-lactone is the key feature in the construction of the 2,8-dioxabicyclo[3.2.1]octane core structure of zaragozic acid A (2).

Original languageEnglish
Pages (from-to)4502-4505
Number of pages4
JournalAngewandte Chemie - International Edition
Volume39
Issue number24
DOIs
Publication statusPublished - Dec 15 2000
Externally publishedYes

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All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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