4 4 m 2h c 155 5 d 1h c 107 1 8 m 5h benzoyl______________________________________ c 3 and c 4 protons appeared at 3 9 4 3 ppm indicating that they were not acylated the starting material 3 u03b1 4 u03b2 15 tribenzoyloxy 12 13 epoxytrichothec 9 ene in this experiment was prepared by acylating scirpentriol with benzoyl chloride according to the following procedure to scirpentriol 840 mg dissolved in 6 ml of pyridine there was added 1 3 g of benzoyl chloride after 24 hours at room temperature the solution was added to ice the usual work up gave a solid which was crystallized from ether hexane to give 350 mg of 3 u03b1 4 u03b2 15 tribenzoyloxy 12 13 epoxytrichothec 9 10 ene the nmr spectrum cdcl 3 100 mhz of the product showed the following peaks ______________________________________ppm______________________________________1 05 s 3h c 141 75 s 3h c 162 10 m 4h c 7 c 82 95 3 25 dd 2h c 134 2 d 1h c 114 5 4 8 m 2h c 155 5 5 6 d 1h c 105 7 m 1h c 36 2 d 1h c 47 3 8 2 m 15h benzoyl ______________________________________ the compound contains 3 benzoyl groups protons at c 3 c 4 and c 15 are on carbons bearing acylated hydroxyl groups a solution containing approximately equimolar amounts of the bis ester of example 5 and m chloroperbenzoic acid in ch 2 cl 2 was stirred at room temperature for 72 hours the resulting solution was washed in succession with 10 aqueous na 2 so 3 saturated aqueous nahco 3 and brine the organic phase was dried over na 2 so 4 and the solvent was evaporated under reduced pressure to give the title product m p.