ChemInform Abstract: Enantioselective NHC-Catalyzed Redox [2 + 2] Cycloadditions with Perfluoroketones: A Route to Fluorinated Oxetanes

Autor: Alexandra M. Z. Slawin, Andrew D. Smith, Alyn Davies
Rok vydání: 2016
Předmět:
Zdroj: ChemInform. 47
ISSN: 0931-7597
DOI: 10.1002/chin.201619060
Popis: The N-heterocyclic carbene (NHC) catalyzed redox formal [2+2] cycloaddition between α-aroyloxyaldehydes and perfluoroketones, followed by ring-opening in situ delivers a variety of perfluorinated β-hydroxycarbonyl compounds in good yield, and excellent diastereo- and enantioselectivity. Through a reductive work-up and subsequent cyclization, this protocol offers access to highly substituted fluorinated oxetanes in two steps and in high ee.
Databáze: OpenAIRE