摘要

A synthetic entry to cis-3a-methyl-3-methyleoctahydroindol-5-ones employing ozonolysis, chemoselective methylenation, and double reductive animation of 2-(1-formylvinyl)-2methyl-1,4-cyclohexanedione monoethylene acetal is described. The same process using a 2-methoxycarbonyl derivative gave a trans-diastereoselectivity in the formation of the azabicyclic cornpound. Diastereoselective hydroboration of the exocyclic methylene of cis-octahydroindole derivative gives a valuable synthetic intermediate for Daphniphyllum alkaloid synthesis.

  • 出版日期2007-9-17