Chemoenzymatic synthesis of (–)-carbovir utilizing a whole cell catalysed resolution of 2-azabicyclo[2.2.1]hept-5-en-3-one
- 1 January 1990
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 16,p. 1120-1121
- https://doi.org/10.1039/c39900001120
Abstract
The resolution of (±)-2-azabicyclo[2.2.1]hept-5-en-3-one (3), a versatile intermediate in the synthesis of carbocyclic nucleosides, is described; both optical forms of the lactam have been obtained in very high optical purity (> 98% enantiomeric excess) in rapid, facile, large-scale biotransformation processes using whole cell catalysts and the laevorotatory enantiomer has been converted into (–)-carbovir.Keywords
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