4.7 Article

Facile preparation of allylzinc species from allylboronates and zinc amide via a boron-to-zinc exchange process and their reactions with carbonyl compounds, imines and hydrazones

Journal

CHEMICAL COMMUNICATIONS
Volume 48, Issue 83, Pages 10319-10321

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cc34340a

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Funding

  1. Japan Society for the Promotion of Science (JSPS)
  2. Global COE Program (Chemistry Innovation through Cooperation of Science and Engineering)
  3. University of Tokyo
  4. MEXT, Japan

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Facile formation of allylzinc species from allylboronate and zinc amide was discovered. The boron-to-zinc exchange process occurred smoothly to afford the corresponding allylzinc amides, which were successfully employed in catalytic allylation reactions with electrophiles. Asymmetric catalysis using a chiral zinc amide is also reported.

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