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Safe generation and direct use of diazoesters in flow chemistry

Muller, Simon T. R., Smith, Daniel, Hellier, Paul and Wirth, Thomas 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: 17 Apr 2019 21:02

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