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

Chemical Science
Zhou-Hao ZhuYong-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.

References

Nov 7, 1996·Chemical Reviews·Bradley J. Wallar, John D. Lipscomb
Mar 10, 2004·Bioorganic & Medicinal Chemistry Letters·Helen Y ChenMilton L Hammond
Jun 16, 2004·Accounts of Chemical Research·Jerzy GebickiJacek Zielonka
Sep 15, 2005·Chemical Reviews·Xiuhua Cui, Kevin Burgess
Mar 14, 2007·Journal of the American Chemical Society·Margaret M BiddleKarl A Scheidt
Sep 25, 2007·Angewandte Chemie·Marcus G SchremsAndreas Pfaltz
Nov 21, 2007·Organic & Biomolecular Chemistry·Hening Lin
Dec 19, 2007·Accounts of Chemical Research·Stéphane G OuelletDavid W C MacMillan
Dec 17, 2009·Endocrine Reviews·Riekelt H HoutkooperJohan Auwerx
Jan 14, 2012·Journal of the American Chemical Society·Qing-An ChenYong-Gui Zhou
Jan 28, 2012·Chemical Society Reviews·Chao Zheng, Shu-Li You
Jan 15, 2015·Journal of the American Chemical Society·Liang-Qiu LuMatthias Beller
Jan 23, 2015·Accounts of Chemical Research·Chen ZhuTakahiko Akiyama
Feb 24, 2017·Organic & Biomolecular Chemistry·Ana Maria Faísca Phillips, Armando J L Pombeiro
Aug 12, 2017·Journal of the American Chemical Society·Stefan KraftRobert B Kargbo
Aug 15, 2017·Angewandte Chemie·Yun-Ting LiuQi-Lin Zhou

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