Biological activity of methyl 7-methyl-jasmonates
✍ Scribed by Yasunori Koda; Jane L. Ward; Michael H. Beale
- Book ID
- 103341213
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- English
- Weight
- 206 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0031-9422
No coin nor oath required. For personal study only.
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## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract Treatment of cycloalkanone dimethyl acetals **3**–**6** with sorbyl alcohol (=(2__E__,4__E__)‐hexa‐2,4‐dien‐1‐ol; **1**) in the presence of acids afforded the novel cycloalkenones **8, 9, 11**, and **13** __via__ a domino reaction (__Claisen__ rearrangement with intramolecular ene react
## Abstract An efficient synthesis of methyl (±)‐jasmonate and (__Z__)‐jasmone is described. The Key step is a phase‐transfer reaction between cyclopentane (**9**) and 1, 4‐dibromo‐2‐pentene (**6a/b**) to give the spiro [2.4]hepten‐4‐ones **4a** and **4b**.
## Abstract We present an efficient three‐step, two‐pot synthesis of methyl jasmonate (__trans__‐1) based on __Diels–Alder__ cycloaddition of cyclopent‐2‐enone (2) and chloroprene (= 2‐chlorobuta‐1,3‐diene; 3d) in either CHCl~3~ or CH~2~Cl~2~, catalyzed by SnCl~4~ (0.2 mol‐equiv.) at 20° (75% yield