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Synlett 2017; 28(20): 2851-2854
DOI: 10.1055/s-0036-1588540
DOI: 10.1055/s-0036-1588540
letter
Catalytic Deuteration of Aldehydes with D2O
Financial support for this work was provided by the University of Ottawa, the National Science and Engineering Research Council of Canada (NSERC), and the Canada Research Chair program. The Canadian Foundation for Innovation (CFI) and the Ontario Ministry of Economic Development and Innovation are thanked for essential infrastructure. E.I. thanks NSERC and the Government of Ontario for USRA and OGS scholarships, respectively.Further Information
Publication History
Received: 19 June 2017
Accepted after revision: 17 July 2017
Publication Date:
21 August 2017 (online)
Dedicated to Professor Victor Snieckus on the occasion of his 80th birthday
Abstract
A procedure is presented that enables the direct deuteration of the formyl C–H bond of aldehydes using D2O as the deuterium source and commercially available RuHCl(CO)(PPh3)3 as the catalyst. Up to 84% deuterium incorporation can be achieved in a single experiment. Multiple iterations can be carried out to further increase the deuteration.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1588540.
- Supporting Information
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References and Notes
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For select examples of the deuteride reduction, alcohol oxidation sequence, see: