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

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 catalyt...

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Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2016-01, Vol.52 (48), p.7576-7579
Hauptverfasser:	Bukhryakov, Konstantin V, Desyatkin, Victor G, Rodionov, Valentin O
Format:	Artikel
Sprache:	eng
Schlagworte:	Aldehydes Catalysis Catalysts Cations Compatibility Inert atmospheres Nitro compounds Thioureas
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Beschreibung
Zusammenfassung:	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. A unique organocatalytic system for Mukaiyama-type aldol reactions based on the cooperative action of nitro compounds and thioureas has been identified.
ISSN:	1359-7345 1364-548X
DOI:	10.1039/c6cc01984f