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Synthesis of Chiral α-Diarylacetic Esters by Stereospecific 1,2-Aryl Migration Promoted by in Situ Generated Acetals from Benzoins

Raveendra Babu Kothapalli, Ramana Niddana and Rengarajan Balamurugan*

*School of Chemistry, University of Hyderabad, Dr. C. R. Rao Road, Gachibowli, Hyderabad 500046, India, Email: rbscuohyd.ernet.in

R. B. Kothapalli, R. Niddana, R. Balmurugan, Org. Lett., 2014, 16, 1278-1281.

DOI: 10.1021/ol500292c (free Supporting Information)


Abstract

In a simple protocol for the synthesis of α-diarylacetic esters from benzoins, in situ generated acetals assist rapid 1,2-aryl migration in a stereospecific manner, paving the way to make enantioenriched α-diarylacetic esters from easily accessible enantiopure benzoins.

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Key Words

α-arylation, acylation


ID: J54-Y2014