Gold(I)‐Catalyzed Cyclizations of Silyl Enol Ethers: Application to the Synthesis of (+)‐Lycopladine A

Abstract

In control: Gold(I)-catalyzed intramolecular addition of silyl enol ethers to alkynes and allenes allows for the diastereoselective synthesis of cyclopentenes with control of the position of the double bond. The utility of these reactions is demonstrated by an efficient total synthesis of (+)-lycopladine A that takes advantage of the orthogonal reactivity of AuI and Pd0 towards unsaturated iodides (see scheme).