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Org. Biomol. Chem., 2009, 7, 3663 - 3665, DOI: 10.1039/b909418k

Enantioselective synthesis of Anomala osakana pheromone and Janus integer pheromone: a flexible approach to chiral -butyrolactones

Li Lin, Qiangyang Zhao, A-Ni Li, Fengbo Ren, Fanzhi Yang and Rui Wang

The enantioselective synthesis of Anomala osakana pheromone and Janus integer pheromone has been achieved without using any protecting groups. The synthesis involved using an asymmetric alkynylation to obtain -hydroxy-,-acetylenic esters with high ee (84%) and yields (80%), followed by selective hydrogenation and lactonization in high overall yields (87% and 89%).

Graphical abstract image for this article (ID: b909418k)