Enantioselective semireduction of allenes

Zhiwei Chen and Vy M. Dong ()
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Zhiwei Chen: University of California
Vy M. Dong: University of California

Nature Communications, 2017, vol. 8, issue 1, 1-7

Abstract: Abstract Rh-hydride catalysis solves a synthetic challenge by affording the enantioselective reduction of allenes, thereby yielding access to motifs commonly used in medicinal chemistry. A designer Josiphos ligand promotes the generation of chiral benzylic isomers, when combined with a Hantzsch ester as the reductant. This semireduction proceeds chemoselectively in the presence of other functional groups, which are typically reduced using conventional hydrogenations. Isotopic labelling studies support a mechanism where the hydride is delivered to the branched position of a Rh-allyl intermediate.

Date: 2017
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DOI: 10.1038/s41467-017-00793-0

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