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Updated: Jun 8, 2026

Biosynthesis of a Flavonol from a Flavanone by Establishing a One-pot Bienzymatic Cascade
Published on: August 14, 2019
Facile and highly enantioselective synthesis of (+)- and (-)-fluvastatin and their analogues
James T Zacharia1, Takanori Tanaka, Masahiko Hayashi
1Department of Chemistry, Graduate School of Science, Kobe University, Kobe 657-8501, Japan.
Abstract:
A highly enantioselective synthesis of (+)- and (-)-fluvastatin and their analogues has been facilitated by the reaction of an aldehyde with diketene in the presence of Ti(O-i-Pr)4 and a chiral Schiff base ligand. Either enantiomer of the Schiff base could be employed to obtain (+)- or (-)-fluvastatin. Diastereoselective reductions of the resultant keto moiety of β-hydroxy ketoesters provided the syn-1,3-diol esters (91% ee), which were subsequently recrystallized and saponified to afford (+)- and (-)-fluvastatin in >99.9% ee.
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