A concise total synthesis of (+/-)-bakkenolide A by means of an intramolecular Diels-Alder reaction.

@article{Back1999ACT,
  title={A concise total synthesis of (+/-)-bakkenolide A by means of an intramolecular Diels-Alder reaction.},
  author={Thomas G Back and Jason E. Payne},
  journal={Organic letters},
  year={1999},
  volume={1 4},
  pages={663-5}
}
(+/-)-Bakkenolide A was prepared in five steps from ethyl 4-benzyloxyacetoacetate by sequential alkylations with tiglyl bromide nd cis-5-bromo-1,3-pentadiene, followed by an intramolecular Diels-Alder reaction as the key step. The known 7-epibakkenolide A and novel 10-epi- and 7,10-diepibakkenolide A stereoisomers were obtained as minor byproducts.