Studies toward the Total Syntheses of Cucurbitacins B and D

[摘要]：Synthetic efforts toward the convergent construction of the tetracyclic triterpenoids cucurbitacins B and D are described. The results of a Diels-Alder study examining the effects of steric and electronic variations of 2-methyl-2-cyclohexenone on the endo/exo-diastereoselectivity of the reaction are presented. The diastereomer of the core of the cucurbitacins, epimeric at C8, C9, and C10, 51, was synthesized via a highly regio- and stereoselective Diels-Alder reaction of the diene 4 and the novel dienophile 50.

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