Literature DB >> 18839995

A simple one-pot preparation of diazoacetoacetate derivatives from aldehydes.

Marvis O Erhunmwunse1, Patrick G Steel.   

Abstract

Diazoacetoacetate derivatives can be simply and efficiently prepared from aldehydes in a one-pot process involving initial DBU-promoted "aldol" condensation with ethyl diazoacetate followed by in situ oxidation with IBX. Aryl, alkyl, and unsaturated aldehydes are all viable substrates.

Entities:  

Year:  2008        PMID: 18839995     DOI: 10.1021/jo8017523

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Acetoxy-Substituted Cyclopropane Dicarbonyls as Stable Donor-Acceptor-Acceptor Cyclopropanes.

Authors:  Yahaira Reyes; Keith T Mead
Journal:  Synthesis (Stuttg)       Date:  2015-10       Impact factor: 3.157

2.  Stereoselective synthesis of highly functionalized alpha-diazo-beta-ketoalkanoates via catalytic one-pot Mukaiyama-Aldol reactions.

Authors:  Lei Zhou; Michael P Doyle
Journal:  Org Lett       Date:  2010-02-19       Impact factor: 6.005

3.  Efficient synthesis of ethyl 2-(oxazolin-2-yl)alkanoates via ethoxycarbonylketene-induced electrophilic ring expansion of aziridines.

Authors:  Yelong Lei; Jiaxi Xu
Journal:  Beilstein J Org Chem       Date:  2022-01-05       Impact factor: 2.883

  3 in total

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