7.3 Lipase-mediated lipid oxidations 125
Table 3.Three-step – one-pot synthesis of epoxyalkanolbutyrates from unsaturated alcohols with butyric
acid ethylester/H 2 O 2 /NovozymÒ435.
Yield (GC) of:No. Substrate 9,10-epoxystearyl
alcohol (%)
oleyl acylate (%) 9,10-epoxystearyl
acylate (%)3–1 9-octadecen-1-ol 4 7 89
3–2 10-undecen-1-ol 7 7 71
3–3 5-hexen-1-ol Not estimated 19 66
3–4 2-propen-1-ol 17 46 32
5 mmol alcohol; 7.5 mmol H 2 O 2 (60 %); 100 mg NovozymÒ435.
10 ml butyric acid ethylester; 22 h at 20–40 8 C
Table 4.Three-step–one-pot synthesis of 9,10-epoxystearylacylates from oleyl alcohol with carboxylic
acid ethylesters/H 2 O 2 /NovozymÒ435.
Yield (GC) of:No. Substrate 9,10-epoxystearyl
alcohol (%)
oleyl acylate (%) 9,10-epoxystearyl
acylate (%)4–1 n-butyric acid EE 4 7 89
4–2 i-butyric acid EE 3 3 80
4–3 decanoic acid EE – 3 76
4–4 acrylic acid EE 18 4 47
5 mmol oleyl alcohol, 7.5 mmol H 2 O 2 (60 %), 100 mg NovozymÒ435.
10 ml carboxylic acid ethylester, 22 h at 20 8 C.
Figure 7. Chemo-enzymatic conversion of unsaturated trimethyl silyl ethers.