Synthetic studies on nemorosone via enantioselective intramolecular cyclopropanation
作者:Masahito Abe、Aya Saito、Masahisa Nakada
DOI:10.1016/j.tetlet.2009.12.147
日期:2010.3
synthetic studies of nemorosone via enantioselective intramolecular cyclopropanation. For the total synthesis of nemorosone, three potential intermediates were evaluated through the efficiency of three sequential reactions, namely, their intramolecular cyclopropanation, dimethylation of the resultant cyclopropanes, and ring-opening reaction of the alkylated cyclopropanes. As a result, α-diazomethyl ketone
这封信描述了对映体选择性分子内环丙烷化对nemorosone的合成研究。对于总的nemorosone合成,通过三个顺序反应的效率评估了三种潜在的中间体,即它们的分子内环丙烷化,所得环丙烷的二甲基化以及烷基化环丙烷的开环反应。结果,发现α-重氮甲基酮10c是最合适的。还描述了构建双环[3.3.1]壬烷核的对映选择性分子内环丙烷化以及具有所有正确的神经松烯立体定位中心的化合物的制备。