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ChemInform Abstract: Ruthenium-Catalyzed Allylic Alkylations of Chelated Enolates Using Vinyl Dioxolanon-2-ones

Authors :
Anton Bayer
Uli Kazmaier
Source :
ChemInform. 46
Publication Year :
2015
Publisher :
Wiley, 2015.

Abstract

4-Vinyl-substituted 1,3-dioxolan-2-ones are found to be good substrates for Ru-catalyzed allylic alkylations of chelated amino acid ester enolates. cis-1,3-Dioxolan-2-ones are more reactive than the corresponding trans-isomers. The attack occurs preferentially with regioretention at the position of the leaving group with perfect chirality transfer. Therefore, this protocol is a good complement to the Pd-catalyzed processes, which give only linear products with this type of substrate.

Details

ISSN :
09317597
Volume :
46
Database :
OpenAIRE
Journal :
ChemInform
Accession number :
edsair.doi...........866fe5098c1b8b4dcf585db34677596e
Full Text :
https://doi.org/10.1002/chin.201508079