Oxygenation stereoselective dioxygenation

Dioxygenation of the chiral enoate 34 could also be conducted stereoselectively, although the selectivity was rather low (dr 4.5 1, Scheme 22). In compound 34 the naphthylmenthol auxiliary effectively blocked one face of the tethered enoate so that the oxygen can only be transferred from the non-blocked face. The observed... 

The insertion of an oxygen atom(s) into a molecule in a regioselective/ stereoselective manner can be catalyzed by a broad group of enzymes. The target molecules are diverse in nature as illustrated by the following examples. The source of oxygen can be dioxygen or water. 

In order to characterize the nature of the oxygenating species formed in the reactions of H2O2, PhIO, MCPBA, and dioxygen plus aldehyde, we studied stereoselectivity in c/5-stilbene epoxidation, regioselectivity in (+)-limonene and norbornene epoxidations, and intermolecular competitive reactions between cyclohexene... 

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