手性含硅二硫缩醛的合成

Synthesis of chiral silyl dithioacetal

在路易斯酸BF3.OEt2的催化作用下,利用手性含硅醛2和Me3SiSMe反应首次合成了手性含硅二硫缩醛5;当2与乙二硫醇反应时,虽然生成了二硫缩醛3,产率为66%,然而与硅相连接的苯基被氟取代.如果没有催化剂,反应都不能进行.化合物3,5的结构经过了IR,1HNMR,13NMR,MS等的测定.图2,参11.

Normal chiral silyl dithioacetal 5 was firstly prepared from chiral silyl aldehyde 2 and Me3SiSMe in the presence of BF3.OEt2, while the reaction of 2 and 1,2-ethandithiol gave dithioacetal 3 in 66% yield with the phenyl group being replaced by fluoride. It was also found that the reactions did not take place in the absence of catalyst. Product 3,5 were characterized with IR, ^1HNMR, ^13CNMR, MS, etc. 2figs., 11refs.