Stereoselective synthesis of C(1)-C(9) and C(11)-C(17)fragments of protomycinolide iv based on asymmetric pinacol-typerearrangement

Keisuke Suzuki, Katsuhiko Tomooka, Takashi Matsumoto, Eiji Katayama, Gen ichi Tsuchihashi

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Abstract

Two chiral intermediates, C(1)-C(9) and C(11)-C(17) portionsof protomycinolide IV, were synthesized both from (S)-ethyl lactatevia asymmetric pinacol-type rearrangement followed bydiastereoselective reactions on α-methyl-β,γ-unsaturatedcarbonyl compounds.

Original languageEnglish
Pages (from-to)3711-3714
Number of pages4
JournalTetrahedron Letters
Volume26
Issue number31
DOIs
Publication statusPublished - 1985
Externally publishedYes

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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