Issue 28, 2014
From the journal:

Organic & Biomolecular Chemistry

A survey of enoldiazo nucleophilicity in selective C–C bond forming reactions for the synthesis of natural product-like frameworks†

Yuxiao Liu,ab   Yu Liu,a   Charles S. Shanahan,a   Xichen Xua  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: +1-301-405-1788

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

Abstract

A survey of in situ, catalytically generated carbocations for coupling with enoldiazoacetate nucleophiles was performed. These couplings facilitate the rapid assembly of complex organodiazo compounds that provide a template for the synthesis of a variety of carbocyclic and heterocyclic ring systems.

Graphical abstract: A survey of enoldiazo nucleophilicity in selective C–C bond forming reactions for the synthesis of natural product-like frameworks

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Article information

DOI
https://doi.org/10.1039/C4OB00709C
Article type
Paper
Submitted
03 Apr 2014
Accepted
30 May 2014
First published
03 Jun 2014

Org. Biomol. Chem., 2014,12, 5227-5234

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A survey of enoldiazo nucleophilicity in selective C–C bond forming reactions for the synthesis of natural product-like frameworks

Y. Liu, Y. Liu, C. S. Shanahan, X. Xu and M. P. Doyle, Org. Biomol. Chem., 2014, 12, 5227 DOI: 10.1039/C4OB00709C

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