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Synthesis of Polygodial

โœ Scribed by Tadahiro Kato; Takeshi Suzuki; Mitsuru Tanemura; A.S. Kumanireng; Noboru Ototani; Yoshio Kitahara

Publisher
Elsevier Science
Year
1971
Tongue
French
Weight
176 KB
Volume
12
Category
Article
ISSN
0040-4039

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๐Ÿ“œ SIMILAR VOLUMES

Synthesis of all possible stereoisomers
Synthesis of all possible stereoisomers of polygodial
โœ D. Guillerm; M. Delarue; M. Jalali-Naini; P. Lemaรฎtre; J.-Y. Lallemand ๐Ÿ“‚ Article ๐Ÿ“… 1984 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 162 KB

The three possible isomers of poLygodiaZ, epimers at C-9, cis and trans fused, are described. Controlled kinetic and thermodynamic epimerizations allow preparation of all stereoisomers from the same key intermediate.

Efficient total syntheses of polygodial
Efficient total syntheses of polygodial and drimenin.
โœ M. Jallali-Naini; G. Boussac; P. Lemaitre; M. Larcheveque; D. Guillerm; J-Y Lall ๐Ÿ“‚ Article ๐Ÿ“… 1981 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 186 KB

A short and stereoselective total synthesis of (2) polygodial and drimenin is presented. The efficiency of the synthesis is due to the easy access to intermediate diol 4 and its successful direct oxidation into polygodial.

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The reaction between polygodial dimethylhydrazone and haloquinones under an air atmosphere is described. The terpene moiety undergoes a degradative oxidation to an 11-norsequiterpene ketone containing a quinolinequinone skeleton.