A substituted hypersensitive radical probe for enzyme-catalyzed hydroxylations: synthesis of racemic and enantiomerically enriched forms and application in a cytochrome p450-catalyzed oxidation

摘要

The syntheses of racemic and enantiomerically enriched trans-1-methyl-2-(4-(trifluoromethyl)phen- yl)cycloproane (3) and the possible oxidation products from enzyme-catalyzed hydroxylation of 3 at the methyl group are reported. The important intermediate in the production of 3 was the Weinreb amide of the 2-arylcyclopropanecarboxylic acid which could be prepared ion diastereomeri- Cally pure form and which also served as an intermediate for production of the cyclic oxidation Products. Of 3.