Synthesis of C-secoLimonoid Model Insect Antifeedants Related to Ohchinolide and Nimbolidin

Authors:
Publisher website
Google Scholar
Abstract
A concise and stereoselective synthesis of a CDE-seco limonoid related to ohchinolide and nimbolidin was accomplished in eleven and twelve steps, respectively, from α-cyclocitral. Opening of the C ring was first attempted by a retro-Claisen reaction, whereby a very unusual rearrangement occurred. However, the ring-opening was successfully accomplished by a selective Baeyer-Villiger reaction.