巨豆三烯酮是烟草天然香气的重要成分, 在香精香料行业和烟草行业中具有重要应用.由于该类化合物的天然来源含量极低, 因此化学合成是其主要来源. 以简单易得的 2,6,6-三甲基-2-环己烯-4-酮基-甲酸乙酯为起始原料, 经缩酮保护、氢化锂铝还原得到相应的醇, 再经历Swern 氧化、格氏反应、消除反应等方法得到巨豆三烯酮化合物, 总产率 40%. 该方法原料易得、条件温和, 具有进一步应用的良好潜力.

Megastigmatrien-3-one is considered to be the most essential aroma constituent of tobacco and is widely applied in flavorings and perfumes as well as in the tobacco indus-try. This manuscript describes a new synthetic strategy for megastigmatrien-3-one synthe-sis using readily-available ethyl 2,6,6-trimethyl-4-oxocyclohex-2-ene-1-carboxylate as the starting material, which is then subjected to ketal protection and reduction with lithium aluminum hydride to produce the alcohol intermediate. The alcohol intermediate sub-sequently undergoes Swern oxidation, Grignard, and elimination reactions to afford the megastigmatrien-3-one with 40% total yield. This method features readily-available start-ing materials and mild reaction conditions, thereby exhibiting potential for further appli-cations.