✦ LIBER ✦
Lewis-acid catalysed ene reaction of electrondeficient aldehydes and ketones at unsaturated fatty acid derivatives
✍ Scribed by Arno Behr; Martin Fiene
- Publisher
- John Wiley and Sons
- Year
- 2000
- Tongue
- English
- Weight
- 100 KB
- Volume
- 102
- Category
- Article
- ISSN
- 1438-7697
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✦ Synopsis
Lewis-acid catalysed ene reaction of electrondeficient aldehydes and ketones at unsaturated fatty acid derivatives
The SnCl 4 catalysed reaction of oleic acid ethyl ester (1) with glyoxylic acid ethyl ester (2) or mesoxalic acid diethyl ester (5) proceeds with good results yielding the corresponding 1:1-adducts. Besides the ene adducts also δ-lactones are formed by the reaction of (1) with (5). The product yield shows a strong dependency on type and quantity of the Lewis-acid used. A maximum yield was obtained with a stoichiometric amount of SnCl 4 . In contrast to the thermal ene reaction about 75% of the yield was attained already during the first 30 min of the reaction.