Enzyme-Based Organic Synthesis. Cheanyeh Cheng

Enzyme-Based Organic Synthesis - Cheanyeh Cheng


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rel="nofollow" href="#ulink_76328615-b922-5df2-b508-f934891826b3">Scheme 2.19 Regioselective oxidation of biphenyl by the Rhodococcus sp. DK17 o‐xylene dioxygenase.

      2.1.5 Epoxidation

Chemical reaction depicting postulated reaction mechanism for the formation of thymol from p-cymene through arene epoxidation. Chemical reaction depicting the epoxidation reaction catalyzed by squalene epoxidase (SE).

      The one‐pot epoxidation of cyclohexene and N‐benzyloxycarbonyl‐3,4‐dihydroxy‐pyrrolidine by Novozym 435® gave cyclohexene oxide and (3R,4R)‐N‐benzyloxycarbonyl‐3,4‐epoxy‐pyrrolidine, respectively, which were subsequently trans‐dihydrolyzed by resting cells of Sphingomonas sp. to produce corresponding trans‐vicinal diols in high enantiomeric excess values and high yields [88]. The silicone composites of Novozym 435 (silicoat‐NZ435) have been used in the solvent‐free three‐phase system chemoenzymatic epoxidation of 1‐dodecene to demonstrate the ability of the most difficult terminal alkene epoxidation [89]. The reaction showed an 80% yield with almost 100% selectivity and is better than the native Novozym 435 (NZ435).

Chemical reaction depicting the synthesis of enantiopure 2-amino-1-phenyl and 2-amino-2-phenyl ethanols through enantioselective enzymatic epoxidation of styrene derivatives. Chemical reaction depicting epoxidation of ally phenyl ether for producing chiral phenyl glycidyl ether. Chemical reaction depicting stereoselective epoxidation of unsaturated bicyclic gamma-lactones.
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