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Regioselective Rhodium-Catalyzed Addition of 1,3-Dicarbonyl Compounds to Terminal Alkynes

Thorsten M. Beck and Bernhard Breit*

*Institut für Organische Chemie, Albert-Ludwigs-Universität Freiburg, Albertstr. 21, 79104 Freiburg im Breisgau, Germany, Email: bernhard.breitchemie.uni-freiburg.de

T. M. Beck, B. Breit, Org. Lett., 2016, 18, 124-127.

DOI: 10.1021/acs.orglett.5b03391


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Abstract

A Rh(I)/DPEphos/p-CF3-benzoic acid as the catalyst system achieves a highly regioselective C-C bond formation using terminal alkynes and 1,3-dicarbonyl compounds to provide valuable branched α-allylated 1,3-dicarbonyl products in very good yields. A broad range of functional groups were tolerated.

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Key Words

allylation


ID: J54-Y2016