Design and synthesis of chiral and regenerable [2.2]paracyclophane-based NAD(P)H models and application in biomimetic reduction of flavonoids. Issue 37 (15th September 2020)

• Record Type: Journal Article
• Authors: Zhu, Zhou-Hao; Ding, Yi-Xuan; Wu, Bo; Zhou, Yong-Gui
• Is Part Of: Chemical science. Volume 11:Issue 37(2020)
• Page Start: 10220
• Page End: 10224
• Publication Date: 2020-09-15
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d0sc04188b
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : With the rapid development of biomimetic asymmetric reduction, the demand for efficient chiral and regenerable NAD(P)H models is growing rapidly. 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.