Synthesis of Dibenzo-Fused 15-Membered Dioxa-ketone Macrocycles through Ring-Closing Metathesis Reaction

摘要

We have developed a simple method for cross-aldol condensation reaction to provide (1E,4E)-1-(2-(allyloxy)aryl)-5-(2-(allyloxy)aryl)penta-1,4-dien-3-ones (7 a-j) and (E)-1-(2-(allyloxy)aryl)-5-(2-(allyloxy)aryl)pent-1-en-3-ones (8 a-e) in 67-88 and 73-86 yields, respectively. Subsequently a series of dibenzo-fused 15-membered dioxa-ketone macrocycles 9 a-j (61-95 ) and 10 a-e (70-90 ) have been synthesized from 7 a-j and 8 a-e, respectively, through ring-closing metathesis reaction employing Grubbs' third generation catalyst. The cis/trans-configurations of products (9 a-j) and (10 a-e) were established from their H-1-NMR spectral data.