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Safe generation and direct use of diazoesters in flow chemistry

Muller, Simon T. R., Smith, Daniel ORCID:, Hellier, Paul and Wirth, Thomas ORCID: 2014. Safe generation and direct use of diazoesters in flow chemistry. Synlett 25 (6) , pp. 871-875. 10.1055/s-0033-1340835

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A safe and fast method for the production of β-hydroxy-α-diazoesters in continuous flow technology is described. The synthesis involves the formation of ethyl diazoacetate in situ and the addition to several aldehydes in a two-step continuous flow microreactor setup. Rhodium acetate catalyzes a subsequent 1,2-hydride shift to give access to β-keto esters in a three-step sequence.

Item Type: Article
Date Type: Published Online
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: Addition; aldehydes; diazo compounds; flow chemistry; rhodium.
Publisher: Georg Thieme Verlag
ISSN: 0936-5214
Last Modified: 27 Oct 2022 08:52

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