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Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
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Highly selective alpha-acylvinyl anion additions to imines

Troy E Reynolds1, Michael S Binkley, Karl A Scheidt

  • 1Department of Chemistry, Northwestern University, Evanston, Illinois 60208, USA.

Organic Letters
|October 31, 2008
PubMed
Summary

This study shows alpha-hydroxypropargylsilanes rearrange to lithium allenolates. These react with imines to create valuable beta-substituted aza-Morita-Baylis-Hillman products with high selectivity.

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