Redox deracemization of diarylmethyl alkynes. Issue 17 (7th August 2020)

• Record Type: Journal Article
• Authors: Ma, Yingang; Liu, Xigong; Mao, Ying; Huang, Jiancheng; Ma, Shutao; Liu, Lei
• Is Part Of: Organic chemistry frontiers. Volume 7:Issue 17(2020)
• Page Start: 2526
• Page End: 2530
• Publication Date: 2020-08-07
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d0qo00811g
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A highly effective one-pot redox deracemization of diarylmethyl alkynes has been disclosed. Abstract : Diarylmethyl alkynes with chirality at the propargylic position are privileged building blocks in many biologically important molecules. However, catalytic asymmetric access to such moieties has remained underdeveloped. Herein, we described a one-pot redox deracemization of diarylmethyl alkynes. By using MnO2 as a mild, inexpensive, and environmentally benign oxidant, combined with chiral phosphoric acid catalyzed asymmetric reduction, deracemization of diarylmethyl alkynes proceeds efficiently with high levels of chemo- and enantioselectivities. The generality of the strategy is further illustrated by redox deracemization of diarylmethyl alkenes.