Synthetic studies directed toward the pseurotins. Part II. Synthesis of related highly functionalized furan-3(2H)-ones

The synthesis of 2,2‐bis(hydroxymethyl)‐4‐methyl‐5‐phenylfuran‐3(2H)‐one (9), 5‐[(1S,2S,Z)‐1,2‐(ethylidenedioxy)hex‐3‐enyl]‐2,2‐bis(hydroxymethyl)‐4‐methylfuran‐3(2H)‐one (24), and 5‐[(1S,2S,Z)‐1,2‐(ethylidenedioxy)hex‐3‐enyl]‐2‐(hydroxymethyl)‐4‐methylfuran‐3(2H)‐one (28), which represent more adva...

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Veröffentlicht in:Helvetica chimica acta 1990-03, Vol.73 (2), p.483-491
Hauptverfasser: Dolder, Xie Shao Matthys, Tamm, Christoph
Format: Artikel
Sprache:eng
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Zusammenfassung:The synthesis of 2,2‐bis(hydroxymethyl)‐4‐methyl‐5‐phenylfuran‐3(2H)‐one (9), 5‐[(1S,2S,Z)‐1,2‐(ethylidenedioxy)hex‐3‐enyl]‐2,2‐bis(hydroxymethyl)‐4‐methylfuran‐3(2H)‐one (24), and 5‐[(1S,2S,Z)‐1,2‐(ethylidenedioxy)hex‐3‐enyl]‐2‐(hydroxymethyl)‐4‐methylfuran‐3(2H)‐one (28), which represent more advanced, suitably functionalized intermediates for the synthesis of pseurotin A (1), a secondary metabolite of Pseudeurotium ovalis STOLK, is described.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.19900730229