Ring scission of cyclic acetals. Part III. Reaction of acetyl trifluoroacetate with 1,3:2,5:4,6-tri-O-methylene-D-mannitol
作者:T. G. Bonner、E. J. Bourne、D. Lewis
DOI:10.1039/j39670002321
日期:——
The ring fission reaction of 1,3:2,5:4,6-tri-O-methylene-D-mannitol has been studied with the acetylating reagent formed from the 1 : 1 molar mixture of trifluoroacetic anhydride and acetic acid. Among a variety of acetals which have been identified are an O-acetoxymethyl-O-acetyl-1,3:2,5-di-O-methylene-, a di-O-acetoxymethyl-di-O-acetyl-2,5-O-methylene-, an O-acetyl-1,3:2,5-di-O-methylene-, 1,6-di-O-acetyl-2
已经研究了由由三氟乙酸酐和乙酸的1:1摩尔混合物形成的乙酰化试剂进行的1,3:2,5:4,6-三-O-亚甲基-D-甘露醇的环裂变反应。在多种缩醛的已被识别是一个ö -acetoxymethyl- ø -乙酰基-1,3:2,5-二- ø亚甲基,二- Ô -acetoxymethyl二ø -乙酰基-2,5- - ø亚甲基,一个ø -乙酰基-1,3:2,5-二- ø亚甲基,1,6-二- ø -乙酰基-2,5- ö亚甲基,1,6-二- Ø乙酰基-2,5- Ø亚甲基-3,4- Ø-氧二亚甲基-和1 - O-乙酰基-3- O-烷氧基甲基-2,5:4,6-二-O-亚甲基化合物。提出解释这些产物形成的机理是基于开环反应,其中形成了O-乙酰基和O-三氟乙酰氧基甲基反应中间体。