A concise total synthesis of (−)-dehydroclausenamide utilizing the novel formation of cis-epoxide as the key step

The asymmetric total synthesis of (−)-dehydroclausenamide 1 was accomplished through a concise and efficient synthetic route employing as the key step the novel formation of cis-epoxy amide 7, which was resulted from the reaction of starting material 4 bearing an optically pure erythro vicinal diol unit with 5H-3-oxa-octafluoro pentanesulfonyl fluoride (HCF2CF2OCF2CF2SO2F) in the presence of 1,8-diazabicyclo[5.4.0]-7-undecene (DBU).