The total synthesis of (±) kawain via a hetero-diels-alder cycloaddition |
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| Authors: | Stephen Castellino James J Sims |
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| Institution: | Departments of Chemistry and Plant Pathology, University of California, Riverside, CA 92521 U.S.A. |
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| Abstract: | The hetero-Diels-Alder reaction between 1,3-dimethoxy-1-trimethylsilyloxybutadiene , and cinnamaldehyde, produces (±) kawain in 75% and 84% yield respectively when catalyzed by Eu(fod)3 or Yb(fod)3. When Ag(fod) is employed as the catalyst a unique condensation reaction occurs which produces two acyclic diastereomers in 72% yield. |
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