Issue 14, 2016

Addition of silylated nucleophiles to α-oxoketenes

Abstract

A general evaluation of silylated nucleophiles to intercept transient α-oxoketenes generated by microwave-assisted Wolff rearrangement of 2-diazo-1,3-dicarbonyl compounds is presented. Original scaffolds and synthetic intermediates are accessed in a rapid, efficient and easy-to-handle way. Mechanistic studies by DFT calculations and some post-functionalizations are discussed.

Graphical abstract: Addition of silylated nucleophiles to α-oxoketenes

Supplementary files

Article information

Article type
Communication
Submitted
11 Dec 2015
Accepted
13 Jan 2016
First published
14 Jan 2016
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2016,52, 3010-3013

Addition of silylated nucleophiles to α-oxoketenes

Y. Dudognon, M. Presset, J. Rodriguez, Y. Coquerel, X. Bugaut and T. Constantieux, Chem. Commun., 2016, 52, 3010 DOI: 10.1039/C5CC10217K

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