Enzyme-catalysed hydrolysis of dimethyl 7-hydroxy-3,3-dimethyl-2,4-dioxabicyclo[3.3.0]octane-6,8-dicarboxylate and a novel synthesis of neplanocin A

Abstract
Hydrolysis of the diester 1 catalysed by pig liver esterase provided the mono-ester 3. This ester was converted into the amine 9, a precursor of neplanocin 10, thereby confirming the previously proposed configuration of 3.

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