Diisobutylaluminum 2,6-Di-<i>t</i>-butyl-4-methylphenoxide. Novel Stereoselective Reducing Agent for Prostaglandin Synthesis
作者:Sadahiko Iguchi、Hisao Nakai、Masaki Hayashi、Hisashi Yamamoto、Keiji Maruoka
DOI:10.1246/bcsj.54.3033
日期:1981.10
reducing agents suitable for prostaglandin synthesis, diisobutylaluminum 2,6-di-t-butyl-4-methylphenoxide (1) is found to be among the best. Reduction of the C-15 ketone with 1 in toluene at −78 °C produced the desired 15S-alcohol in 95% yield with 92% stereoselectivity. The present procedure is suitable for the synthesis of prostaglandin derivatives and related polyfunctional natural products as shown in
在探索适用于前列腺素合成的选择性还原剂的过程中,发现二异丁基铝 2,6-二-叔丁基-4-甲基苯醚 (1) 是其中最好的。在-78°C 下,在甲苯中用 1 还原 C-15 酮以 95% 的收率和 92% 的立体选择性产生所需的 15S-醇。本程序适用于前列腺素衍生物和相关多功能天然产物的合成,如 PGE2 甲酯以 95% 的产率和 100% 的选择性转化为 PGF2α 甲酯所示。