Safe generation and direct use of diazoesters in flow chemistry

Muller, Simon T. R., Smith, Daniel ORCID: https://orcid.org/0000-0003-3145-3160, Hellier, Paul and Wirth, Thomas ORCID: https://orcid.org/0000-0002-8990-0667 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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Abstract

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:	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
URI:	https://orca.cardiff.ac.uk/id/eprint/63616

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