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

Konstantin Bukhriakov, Victor G. Desyatkin, Valentin Rodionov

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

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. © The Royal Society of Chemistry 2016.
Original languageEnglish (US)
Pages (from-to)7576-7579
Number of pages4
JournalChem. Commun.
Volume52
Issue number48
DOIs
StatePublished - 2016

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: This research was supported by King Abdullah University of Science and Technology (KAUST). We are grateful to Dr Xianrong Guo (KAUST) for his assistance with 29Si NMR, Dr Batian Chen (KAUST) for help with DFT calculations, and Sarah Almahdali (KAUST) for help with preparing the manuscript.

Fingerprint

Dive into the research topics of 'Cooperative organocatalysis of Mukaiyama-type aldol reactions by thioureas and nitro compounds'. Together they form a unique fingerprint.

Cite this