DBU-Promoted Tandem Cyclization of Ynones and Diazo Compounds: Direct Synthesis of Eight-Membered Cyclic Ethers.

A novel DBU-promoted tandem cyclization reaction of ynones with diazo compounds as the N-terminal electrophiles has been developed. The reaction provides a simple and efficient method for the synthesis of fused eight-membered oxocino[2,3-c] pyrazoles from readily available acyclic starting materials in a single step. This reaction allows the formation of four new bonds and two rings in a highly regio- and diastereoselective manner, where two adjacent stereocenters are created simultaneously in an atom-economic manner.