Abstract
Enzymatic-mediated kinetic acylation of allylic(hydroxymethyl)methylenecyclopentane building blocks (±)- 1a, b is reported using various commercially available lipases. Lipase Amano AK ( Pseudomonas sp.) proved to be the best lipase in the case of (−)- 1b which was obtained with a 96% enantiomeric excess. Single crystal X-ray diffraction analysis, using the (1 S,4 R)-camphanate derivative of (−)- 1b, helped us to assign the S absolute configuration of (−)- 1b and the enantiomeric specificity of the tested lipases.
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