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Divergent Dynamic Kinetic Resolution of a Racemic Mixture of Four Stereoisomers via N‐Heterocyclic Carbene Organocatalysis.

Authors :
Vasamsetty, Laxmaiah
Kong, Xiangwen
Meng, Miao
Yang, Shuang
Xu, Weici
Reddy, Pogula Sreekanth
Fang, Xinqiang
Source :
Chemistry - An Asian Journal. 12/18/2018, Vol. 13 Issue 24, p3838-3844. 7p.
Publication Year :
2018

Abstract

Racemic mixtures of four stereoisomers are easily formed via many fundamental organic transformations, but the direct utilities of these mixtures have been less studied and remain large challenges to date. In this work, we introduce a new method, i.e. divergent dynamic kinetic resolution, to achieve the separation of racemic mixtures of four stereoisomers. The hypothesis was proved by using a N‐heterocyclic carbene‐catalyzed benzoin reaction, which afforded two separable diastereomeric products bearing three consecutive stereocenters with good to excellent enantioselectivties. We believe that this resolution protocol will find applications in more transformations. Providing a good resolution: An N‐heterocyclic carbene‐catalyzed benzoin reaction was employed to achieve the divergent dynamic kinetic resolution of racemic mixtures of four stereoisomers, affording two separable diastereomeric tetralones bearing three consecutive stereocenters with good to excellent enantioselectivties. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
18614728
Volume :
13
Issue :
24
Database :
Academic Search Index
Journal :
Chemistry - An Asian Journal
Publication Type :
Academic Journal
Accession number :
133644992
Full Text :
https://doi.org/10.1002/asia.201801361