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Enantioselective semireduction of allenes

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  • Zhiwei Chen

    (University of California)

  • Vy M. Dong

    (University of California)

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.

Suggested Citation

  • Zhiwei Chen & Vy M. Dong, 2017. "Enantioselective semireduction of allenes," Nature Communications, Nature, vol. 8(1), pages 1-7, December.
    • Handle: RePEc:nat:natcom:v:8:y:2017:i:1:d:10.1038_s41467-017-00793-0
    DOI: 10.1038/s41467-017-00793-0
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