Stoffwechselprodukte von Mikroorganismen. 101. Mitteilung. Synthese der trans-5-Hydroxy-3-methylpenten-(2)-säure (trans-Δ2-Anhydromevalonsäure)

✍ Scribed by W. Keller-Schierlein; J. Widmer; B. Maurer

• Publisher: John Wiley and Sons
• Year: 1972
• Tongue: German
• Weight: 551 KB
• Volume: 55
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19720550123

✦ Synopsis

Abstract

trans‐Δ^2^‐Anhydromevalonic acid (XVII) was prepared by a Wittig reaction, starting from (4‐tetrahydro‐2‐pyranyloxy)‐2‐butanone. On the other hand, the corresponding 4‐acetoxy‐2‐butanone gave, under similar conditions, the cyclohexene derivative V, explainable by a twofold Michael addition of the Wittig reagent to methyl vinyl ketone, followed by an intramolecular alcol condensation.