Grubbs carbene complex-catalyzed cleavage of allyl vic-diols to aldehydes with a co-oxidant: application to the selective cleavage of huge marine molecules

• DOI: 10.1016/j.tet.2011.09.002
• Publication Date: 2011-09-10T07:54:04Z
• Authors: Chunguang Han; Yoshi Yamano; Fumitoshi Kakiuchi; Kazuhiko Nakamura; Daisuke Uemura
• Keywords: 01 natural sciences; 0104 chemical sciences

Abstract An oxidative cleavage of allyl vic-diols to aldehydes catalyzed by a Grubbs carbene complex using a co-oxidant has been established for the first time, with good yields. The utility of this selective cleavage reaction was demonstrated through the use of two huge marine molecules, symbiodinolide and N-p-BrBz palytoxin.