Dai Lun-Zhi, Qi Ming-Juan, Shi Yong-Ling, Liu Xu-Guang, Shi Min
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai, China 200032.
Org Lett. 2007 Aug 2;9(16):3191-4. doi: 10.1021/ol0713640. Epub 2007 Jul 13.
We have developed a novel access to ketal skeletons through a highly regio- and diastereoselective intermolecular addition of water and alcohols to alkynyl epoxides catalyzed by gold(I). This procedure involves a domino three-membered ring-opening, 6-exo-cycloisomerization, and subsequent intra- or intermolecular nucleophilic addition to a double-bond sequence.
