Issue 41, 2009
From the journal:

Chemical Communications

Brønsted acidactivation of α-diazo imide: a syn-selective glycolate Mannich reaction†

Timothy L. Troyer,a   Hubert Muchalskia  and  Jeffrey N. Johnston*a  

* Corresponding authors

a Department of Chemistry & Vanderbilt Institute of Chemical Biology, Vanderbilt University, Nashville, USA
E-mail: jeffrey.n.johnston@vanderbilt.edu
Web: http://www.vanderbilt.edu/proton/
Tel: +1 615322 7376

Abstract

A novel α-diazo imide reagent and its activation by strong Brønsted acid is shown to produce the product of a syn-glycolate Mannich transform with high diastereoselection.

Graphical abstract: Brønsted acid activation of α-diazo imide: a syn-selective glycolate Mannich reaction

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Article information

DOI
https://doi.org/10.1039/B913785H
Article type
Communication
Submitted
10 Jul 2009
Accepted
28 Aug 2009
First published
14 Sep 2009

Chem. Commun., 2009, 6195-6197

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Brønsted acid activation of α-diazo imide: a syn-selective glycolate Mannich reaction

T. L. Troyer, H. Muchalski and J. N. Johnston, Chem. Commun., 2009, 6195 DOI: 10.1039/B913785H

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