Both racemic [2-14C] juvenile hormone 111 (JH 111; methyl-l0,11-epoxy-3,7,11t rimethyl-2(E) , 6 ( E ) [2-14C]dodecadienoate) and its 2-(2) isomer were synthesised on a 1 millimolar scale by forming the 9,lO epoxide of geranyl acetone and reacting this with the anion of trimethylphosphon0-[2-~~C]acet
Insect Growth Regulators, 20. Synthesis of Cyclic Analogues of Juvenile Hormone-III
✍ Scribed by Wawrzeńczyk, Czesław ;Zabż, Andrzej
- Publisher
- John Wiley and Sons
- Year
- 1987
- Tongue
- English
- Weight
- 508 KB
- Volume
- 1987
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
The cyclic analogue rac-14b of JH-I11 and its 22 isomer roc-14a were obtained by a multi-step synthesis starting from rac-a-terpineol. The Wadsworth-Emmons reaction was applied to the formation of the carbon chain and to the introduction of the ester function (esters 8a, b and 13% b). Morphogenetic activities of the cyclic juvenoids were compared with those observed for their acyclic analogues. 2): KivinO4 (30 g, 190 mmol) in water (1800 ml) was added to racemic a-terpineol (15.4 g, 100 mmol). Manganese dioxide was filtered off and, after concentration, the product was continuously extracted with ethyl ether. The crude
1,2,8-p-Menthanetriol (
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## Abstract The synthesis of 2,6‐dienoic ester insect juvenile hormone analogs with a pinene ring in the terminal position is presented.
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