Issue 3, 2015
From the journal:

Chemical Communications

An efficient route to highly enantioenriched tetrahydroazulenes and β-tetralones by desymmetrization reactions of δ,δ-diaryldiazoaceto-acetates†

Yuxiao Liu,ab   Yongming Deng,a   Peter Y. Zavalij,a   Renhua Liub  and  Michael P. Doyle*a  

* Corresponding authors

a Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
E-mail: mdoyle3@umd.edu
Tel: +1-301-405-8388

b School of pharmacy, East China University of Science and Technology, Meilong Road 130, Shanghai 200237, China

Abstract

A highly stereoselective desymmetrization reaction of δ,δ-diaryl-α-diazo-β-ketoesters catalyzed by chiral dirhodium carboxylates forms aromatic cycloaddition products in up to 97% ee.

Graphical abstract: An efficient route to highly enantioenriched tetrahydroazulenes and β-tetralones by desymmetrization reactions of δ,δ-diaryldiazoaceto-acetates

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Article information

DOI
https://doi.org/10.1039/C4CC08255A
Article type
Communication
Submitted
18 Oct 2014
Accepted
10 Nov 2014
First published
11 Nov 2014

Chem. Commun., 2015,51, 565-568

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An efficient route to highly enantioenriched tetrahydroazulenes and β-tetralones by desymmetrization reactions of δ,δ-diaryldiazoaceto-acetates

Y. Liu, Y. Deng, P. Y. Zavalij, R. Liu and M. P. Doyle, Chem. Commun., 2015, 51, 565 DOI: 10.1039/C4CC08255A

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