摘要

In efforts directed toward the synthesis of seco-prezizaane sesquiterpenoids, a stereoselective annulation reaction has been developed between 4-hydroxy-1,6-enynes and TMS alkynes that delivers cross-conjugated triene-containing hydroindances. Contrary to previous reports, enyne substrates bearing two propargylic ethers enable the presumed organometallic intermediate to be trapped by double elimination. The tendency of products from this annulation to undergo Diels-Alder based dimerization was harnessed to accomplish a two-step complexity-generating sequence en route densely functionalized carbo- and the heteorocyclic systems.

  • 出版日期2014-10-3