Enzymatic Oxidative Tandem Decarboxylation of Dioic Acids to Terminal Dienes

The biocatalytic oxidative tandem decarboxylation of C7–C18 dicarboxylic acids to terminal C5–C16 dienes was catalyzed by the P450 monooxygenase OleT with conversions up to 29 % for 1,11‐dodecadiene (0.49 g L–1). The sequential nature of the cascade was proven by the fact that decarboxylation of intermediate C6–C11 ω‐alkenoic acids and heptanedioic acid exclusively gave nonconjugated 1,4‐pentadiene; scale‐up allowed the isolation of 1,15‐hexadecadiene and 1,11‐dodecadiene; the system represents a short and green route to terminal dienes from renewable dicarboxylic acids. An enzymatic sequential two‐step oxidative decarboxylation of C7–C18 dicarboxylic acids by using the monooxygenase OleT gives terminal C5–C16 dienes; NAD = nicotinamide adenine dinucleotide.