Indium(I)-Catalyzed C-C Bond Formation between Allyl
Boronates and Acetals

doi:10.1055/s-0030-1257900

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Synfacts 2010(9): 1055-1055
DOI: 10.1055/s-0030-1257900

Metal-Mediated Synthesis

Indium(I)-Catalyzed C-C Bond Formation between Allyl Boronates and Acetals

Contributor(s): Paul Knochel, Andreas J. Wagner
U. Schneider, H. T. Dao, S. Kobayashi*
The University of Tokyo, Japan

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Publikationsverlauf

Publikationsdatum:
23. August 2010 (online)

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Significance

Indium(I) triflate has been found to be an effective Lewis acid catalyst for unprecedented nucleophilic substitution of acetals or ketals using allyl boronates. In contrast to the typical γ-selectivity of allyl silanes in the Hosomi-Sakurai reaction, this variant displays a distinct α-selectivity.