Andrew ratz Daphniphyllum Alkaloids Evans Group Seminar, June 1993 Total Synthesis of Daphnilactone and Conversion to the Daphniphylline Skeleton 2. CH,O, pH7" 32D-0912110011:52AMAndrew Ratz Daphniphyllum Alkaloids Evans Group Seminar, June 1993 + 1. CrO3, H2SO4 2. CH2O, pH7 50% 1. CrO3, H2SO4 2. MeOH, H+ 60% PhNCO HCO2H 50% Total Synthesis of Daphnilactone and Conversion to the Daphniphylline Skeleton HN iPr Me OH O O iPr N Me OH CO2H HN Me iPr N iPr Me O O- HN Me iPr HN iPr Me CO2Me N HN CO2Me Me i i Pr Pr CO2Me N Ph O 32D-09 12/11/00 11:52 AM