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Chem Commun (Camb). 2016 Jun 18;52(48):7576-9. doi: 10.1039/c6cc01984f. Epub 2016 May 24.

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

Chemical communications (Cambridge, England)

Konstantin V Bukhryakov, Victor G Desyatkin, Valentin O Rodionov

Affiliations

  1. KAUST Catalysis Center and Division of Physical Sciences and Engineering, King Abdullah University of Science and Technology, Thuwal, 23955-6900, Kingdom of Saudi Arabia. [email protected].

PMID: 27216276 DOI: 10.1039/c6cc01984f

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.

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