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But, equally important, the culture in the company gradually evolved to becoming much more open, less defensive, a truly learning organisation. What nextDutch National Quality Award the management team decided to re-embark on a renewed company wide program in order to reach new platforms in Total Quality.In the autumn of 1993, even after winning the first Main topic: New Developments in Oleochemical Research, Technology and Application J . 0 . M e t z g e r and Ursula B i e r m a n n , Oldenburg: Ene additions to unsaturated fatty compounds Thermal reactions of unsaturated fatty compounds e. g. of oleic acid and erucic acid with maleic anhydride are well known'. ' . The reaction is called "maleinization" and takes place by forming a new C,C-bond with migration of the ene double bond and 1,s-hydrogen shift. The diastereoselectivity of the reaction has not yet been examined.We carried out the addition of maleic anhydride to oleic acid (180°C, 24 h) and obtained the ene adduct in an isolated yield of 75%. The addition takes place in positions C-9 and C-10 of the molecule chain. The regioisomers were obtained as a mixture of diastereomers as pure (E)-adducts in a ratio of 1:l. The ratio of threo-and erythro-adduct was 4:l. The assignment could be made definitely using I3C-NMR by comparison with literature data3. 0 3 1 '*ooC' 24b + 0 'J. 0. Metzger u. K . E Leisinger, Fat Sci. Technol. 90, 1 [1988].

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