In the context of the thesis, a method for the modular and stereospecific synthesis of allylic isoprenoid alcohols was established. The Biellmann-Ducep reaction represents the key step of this method. Starting from the commercially available alcohols prenol, geraniol and nerol, 19 different isoprenoid alcohols were synthesized, using only five different chain elongation building blocks. Compared to similar methods reported in literature, the described procedure showed to be superior in all cases. As a result it represents the new gold standard for the modular synthesis of isoprenoid alcohols. Through subsequent diphosphorylation, 21 isoprenoid diphosphates could be obtained. The biocatalytic conversion of these products by terpene synthases, led to the formation of interesting product species, which allowed valuable insights into the capabilities of three naturally occurring examples of this enzyme class. |