Design and synthesis of chiral and regenerable [2.2]paracyclophane-based NAD(P)H models and application in biomimetic reduction of flavonoids
Zhou‐Hao Zhu, Yi‐Xuan Ding, Bo Wu, Yong‐Gui Zhou
Abstract
With the rapid development of biomimetic asymmetric reduction, the demand for efficient chiral and regenerable NAD(P)H models is growing rapidly. Herein, a new class of [2.2]paracyclophane-based chiral and regenerable NAD(P)H models (CYNAMs) was designed and synthesized. The first enantioselective biomimetic reduction of tetrasubstituted alkene flavonoids has been successfully realized through enzyme-like cooperative bifunctional activation, giving chiral flavanones with up to 99% yield and 99% ee.
Topics & Concepts
NAD+ kinaseReduction (mathematics)ChemistryCombinatorial chemistryBiomimetic synthesisStereochemistryOrganic chemistryEnzymeMathematicsGeometrySynthesis and Properties of Aromatic CompoundsSynthetic Organic Chemistry MethodsChemical Synthesis and Analysis