By Ursula B i e r m a n n a n d J . 0 . M e t z g e r \* \*
Lewis Acid Induced Additions to Unsaturated Fatty Compounds
✍ Scribed by Biermann, Ursula ;Metzger, Jürgen O.
- Publisher
- John Wiley and Sons
- Year
- 1993
- Weight
- 261 KB
- Volume
- 95
- Category
- Article
- ISSN
- 0931-5985
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✦ Synopsis
By Ursula B i e r m a n n a n d J i i r g e n 0 . M e t z g e r *
📜 SIMILAR VOLUMES
We are presenting our results on the alkylaluminium halide catalyzed ene addition of formaldehyde to readily available unsaturated fatty compounds to give primary homoallylic alcohols. The reaction of oleic acid and 10-undecenoic acid with formaldehyde gives (E)-S(lO)-(hydroxyrneth~ yI)octadec-l0(8)
Unsaturated fatty acids such as oleic acid are 1,2-dialkyl substituted alkenes, which can be functionalized by free radical addition to the C,Cdouble bond. We have been able to add enolizable compounds, e. g. acetone, acetic acid and malonic acid to methyl oleate mediated by manga- nese(II1)acetate.