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Pheromone Synthesis, CXLIII. Synthesis and Absolute Configuration of the Hemiacetal Pheromone of the Spined Citrus BugBiprorulus bibax

✍ Scribed by Mori, Kenji ;Amaike, Masayasu ;Oliver, James E.


Publisher
John Wiley and Sons
Year
1992
Tongue
English
Weight
580 KB
Volume
1992
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

(3__S__,4__R__,1′E)‐3,4‐Bis(1′‐butenyl) tetrahydro‐2‐furanol (1) was synthesized from 1,3‐butadiene and maleic anhydride by employing the HLADH‐catalyzed enzymatic oxidation of meso‐diol 2 as the key step, and shown to be identical with the pheromone produced by the dorsal abdominal glands of the male spined citrus bug (Biprorulus bibax).


📜 SIMILAR VOLUMES


Pheromone Synthesis, CLVIII. New Synthes
✍ Mori, Kenji ;Amaike, Masayasu ;Watanabe, Hidenori 📂 Article 📅 1993 🏛 John Wiley and Sons 🌐 English ⚖ 901 KB

## Abstract The enantiomers and the racemate of (3__R__,4__S__,1′__E__)‐3,4‐bis(1′‐butenyl)tetrahydro‐2‐furanol (1) were synthesized by employing Ireland's ester enolate Claisen rearrangement of 5 as the key reaction to provide the corresponding lactone 3 via 4. Optically active 3 was prepared by e

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