Beilstein J. Org. Chem.2005,1, No. 10, doi:10.1186/1860-5397-1-10
catalysis (Table 1).
We were pleased to observe essentially identical enantioselectivities when applying in vitro catalysis (for ketone 1 compare Table 1; the kineticresolution of ketone 6 is characterized by a selectivity factor of E = 100, the enantiopurity of lactone 7 being 95.4% ee (R)).
Ketone 1
substrate in cyclohexane. The kineticresolution reached the optimal 50% conversion after about 24 h. Upscaling to gram-quantities was straight-forward without changes in the procedure.
Overall we obtained turnover numbers (TONs) of more than 30000 for the P3-PAMO-catalyzed BV-oxidation of ketone 1, which
Beilstein J. Org. Chem.2005,1, No. 3, doi:10.1186/1860-5397-1-3
described earlier.[34] Since the substrates 1 and 5 were used as racemates, kineticresolution may be involved when the chiral ligands are employed, i.e., diastereoselectivity may change with conversion. This aspect was not a subject of the present study. In all hydrogenation reactions the standard