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Synthesis of a stereoisomer of ptychanolide

✍ Scribed by Joan Huguet; Martin Karpf; André S. Dreiding

Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
239 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis

A stereoisomer of ptychanolide 1 was synthesized by a method which includes an a-alkynone cyclization.

Ptychanolide, a sesquiterpenoid constituent of the Liverwort Ptychanthus striatus (Lehm. et Lindenb.) Nees isolated by Takeda et al.,' was shown by degradation to have structure 1, which contains the diquinane carbon skeleton 2 with four adjacent cis-located methyl group;. Recently, the structure was confirmed and the-configuration at the epoxy lactone moiety was determined by x-ray analysis.2

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