Issue 48, 2016
From the journal:

Chemical Communications

Cooperative organocatalysis of Mukaiyama-type aldol reactions by thioureas and nitro compounds†

Konstantin V. Bukhryakov,‡a   Victor G. Desyatkin§a  and  Valentin O. Rodionov*a  

* Corresponding authors

a KAUST Catalysis Center and Division of Physical Sciences and Engineering, King Abdullah University of Science and Technology, Thuwal, Kingdom of Saudi Arabia
E-mail: valentin.rodionov@kaust.edu.sa

Abstract

A unique organocatalytic system for Mukaiyama-type aldol reactions based on the cooperative action of nitro compounds and thioureas has been identified. This system is compatible with a wide range of substrates and does not require low temperatures, inert atmospheres, or an aqueous workup. A catalytic mechanism based on nitro group-mediated silyl cation transfer has been proposed.

Graphical abstract: Cooperative organocatalysis of Mukaiyama-type aldol reactions by thioureas and nitro compounds

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Article information

DOI
https://doi.org/10.1039/C6CC01984F
Article type
Communication
Submitted
05 Mar 2016
Accepted
16 May 2016
First published
16 May 2016

Chem. Commun., 2016,52, 7576-7579

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Cooperative organocatalysis of Mukaiyama-type aldol reactions by thioureas and nitro compounds

K. V. Bukhryakov, V. G. Desyatkin and V. O. Rodionov, Chem. Commun., 2016, 52, 7576 DOI: 10.1039/C6CC01984F

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