📜Methyl (2R,4As,6Ar,6Ar,6Br,14As,14Br)-10,11-Dimethoxy-2,4A,6A,6A,9,14A-Hexamethyl-3,4,5,6,6B,7,8,13,14,14B-Decahydro-1H-Picene-2-Carboxylate置于三乙基硅烷,Lithium Aluminium Tetrahydride,Jones Reagent,苯基氯化硒,Aluminum Tri-Bromide,Palladium 10% On Activated Carbon,氢气,Potassium Carbonate,N,N-二异丙基乙胺,三氟乙酸,Sodium Iodide,Potassium Hydroxide体系中,用 四氢呋喃,1,4-二氧六环,甲醇,乙醚,二氯甲烷,水,乙酸乙酯,丙酮,甲苯,苯 用作溶剂,化学反应 86.83H,反应生成扁塑藤素
参考文献:Total Synthesis Of Celastrol,Development Of A Platform To Access Celastroid Natural Products
标题:Total Synthesis Of Celastrol,Development Of A Platform To Access Celastroid Natural Products
摘要:Celastroid Natural Products,Triterpenes,Have Been And Continue To Be Investigated In Clinical Trials. Celastrol,And For That Matter Any Member Of The Celastroid Family,Was Prepared For The First Time Through Chemical Synthesis Starting From 2,3-Dimethylbutadiene. A Triene Cyclization Precursor Generated In 12 Steps Underwent A Nonbiomimetic Polyene Cyclization Mediated By Ferric Chloride To Generate The Generic Celastroid Pentacyclic Core. In The Cyclization,Engagement Of A Tetrasubstituted Olefin Formed Adjacent All Carbon Quaternary Centers Stereospecifically. With Access To The Carbocydic Core Of The Family Of Natural Products,Wilforic Acid And Wilforol A Were Prepared En Route To Racemic Celastrol.
Doi:10.1021/jacs.5B06261