Tandem double acylation/[3,3]-rearrangement of aliphatic nitro compounds: a route to α-oxygenated oxime derivatives†
Yulia A.
Antonova, 
ab
Yulia V.
Nelyubina,
c
Alexey Yu.
Sukhorukov,
a
Sema L.
Ioffe
a
and
Andrey A.
Tabolin
*a
ab
Yulia V.
Nelyubina,
c
Alexey Yu.
Sukhorukov,
a
Sema L.
Ioffe
a
and
Andrey A.
Tabolin
*a
Abstract
A new tandem double acylation/rearrangement reaction of nitro compounds is described. It has a broad substrate scope allowing the mild and efficient synthesis of α-acyloxy oxime esters in high yields and regioselectivity. According to the obtained data, the mechanism for transformation was proposed. The utility of the obtained α-hydroxy oxime esters was demonstrated.
![Graphical abstract: Tandem double acylation/[3,3]-rearrangement of aliphatic nitro compounds: a route to α-oxygenated oxime derivatives](/en/Image/Get?imageInfo.ImageType=GA&imageInfo.ImageIdentifier.ManuscriptID=C9OB01005J&imageInfo.ImageIdentifier.Year=2019)
- This article is part of the themed collection: Synthetic methodology in OBC
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