Enzymatic Resolution of 3-oxodicyclopentadiene on a Decagram Scale
Finna-arvio
Enzymatic Resolution of 3-oxodicyclopentadiene on a Decagram Scale
The chiral building block 3-oxodicyclopentadiene (1) can be readily resolved on a decagram scale by a short sequence consisting of (1) reduction to the corresponding endo-alcohol, (2) enzymatic oxidative resolution with a ketoreductase enzyme to give (+)-1 and the (+)-form of the endo-alcohol, and (3) reoxidation of the (+)-endo-alcohol with another ketoreductase to give (–)-1. With a selectivity factor of 310, the enantiomeric ratios of the resolved (+)-endo-alcohol and (+)-ketone are both >99:1. Both enzymatic oxidations could be performed with a at least 300:1 substrate/catalyst ratio (w/w).
Tallennettuna:
Kieli |
englanti |
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Sarja | Synlett, 13 |
Aiheet | |
ISSN |
0936-5214 |